Subject Index

A N-Acetyl H Acid, 3:923 Abietane, 3:1187 see also 4–Acetylamino–5–hydroxynaphthalene–2,7–disulfonic acid Absorption N-Acetyl J acid, 3:919 of nitroaniline-based dyes, 3:989 see also 7–Acetamido–4–hydroxynaphthalene–2–sulfonic acid Accelerator TMTD, 2:617 Acetylthiophene, 3:1247 ACCEL EZ, 2:615 2-Acetylthiophene [88-15-3], 3:1245, 1246 ACCEL PX, 2:616 toxicology, 3:1251 ACCEL PZ, 2:615 A Acid, 3:874, 7-disulfonic acid ACCEL SDD, 2:615 see also 3,5-Dihydroxynaphthalene-2 ACCEL TMT, 2:617 B Acid, 3:874, 6, 8-trisulfonic acid ACCEL TS, 2:616 see also 1-Aminonaphthalene-4 Acetaldehyde (ethanal) C Acid (Cassella acid), 3:874 glyoxal from, 2:653 see also 2-Aminonaphthalene-4, 8-disulfonic acid 6-Acetamido-4-hydroxynaphthalene-2-sulfonic acid, 3:921 D Acid, 3:874 N–Acetyl g Acid see also Dahl’s Acid; 2-Aminonaphthalene-5-sulfonic acid 7-Acetamido-4-hydroxynaphthalene-2-sulfonic acid, 3:919 F Acid, 3:874 see also N–Acetyl J acid see also 2-Hydroxynaphthalene-7-sulfonic acid Acetic acid, 2:476, G Acid, 3:874 chlorination, 2:803 2-Hydroxynaphthalene-6,8-disulfonic acid ketene and acetic anhydride from, 2:803, 804 J Acid, 3:874 Acetic anhydride see also 2-Amino-5-hydroxynaphthalene-7-sulfonic acid from methyl acetate, 2:804 L Acid (Laurent’s acid), 3:874 Acetic chloroacetic anhydride, 2:475 see also 1-Aminonaphthalene-5-sulfonic acid Acetoacetalkylamide, 2:810 M Acid, 3:874 Acetoacetamide, 2:810, 3:1017 see also 1-Amino-5-hydroxynaphthalene-7-sulfonic acid toxicology, 3:1019 R Acid, 3:874 Acetoacetanilide, 2:811 see also 2-Hydroxynaphthalene-3, 6-disulfonic acid Acetoacetarylamides, 2:810 RG Acid (Violet acid), 3:874 Acetoacetates (esters), 2:809, 3:1017 see also 1-Hydroxynaphthalene-3, 6-disulfonic acid Acetoacetic acid, 3:1017, 1020 RM Acid, 3:874 keto–enol forms, 3:1017 see also 2-Amino-3-hydroxynaphthalene-6-sulfonic acid Acetoacetoxyethyl methacrylate, 2:811 S Acid, 3:874 Acetoacetylation, 2:807 see also 1-Amino-8-hydroxynaphthalene-4-sulfonic acid a-Acetobutyrolactone, 1:392 T Acid, 3:874, 6, 8-trisulfonic acid Acetone (2-propanone) (DMK) see also 1-Aminonaphthalene-3 ketene from, 2:804 d Acid, 3:874, 8-disulfonic acid Acetonedicarboxylic acid, 3:1020 see also 1-Hydroxynaphthalene-4 see also 3-Oxopentane dicarboxylic acid e Acid, 3:874, 8-disulfonic acid toxicology, 3:1021 see also 1-Hydroxynaphthalene-3 Acetonitrile, 3:937 H Acid (8-Amino-1-hydroxynaphtalene-3,6-disulfonic acid), 3:874 Acetophenone, 2:832 see also 1-Amino-8-hydroxynaphthalene-3, 6-disulfonic acid see also Methyl phenyl ketone K Acid (8-Amino-1-hydroxynaphtalene-3,5-disulfonic acid), 3:874 4-Acetoxybutyraldehyde, 1:77 see also 1-Amino-8-hydroxynaphthalene-4, 6-disulfonic acid Acetylacetone, 2:805 g Acid (7-Amino-1-hydroxynaphthalene-3-sufonic acid), 3:874 see also 2,4–Pentanedione see also 2-Amino-8-hydroxynaphthalene-6-sulfonic acid 2,4-Pentanedione, 2:830 Acid Black 36, 3:905 Acetylacetonitrile, 3:940 Acid Black 52, C.I. 15711, 3:917 see also b-Ketobutyronitrile Acid Blue 61, 3:908 N-Acetyl g Acid Acid Blue 113, C.I. 26360, 3:897, 906 see also 6–Acetamido–4–hydroxynaphthalene–2–sulfonic Acid Blue 158, 3:890 acid, 3:921 Acid Brown 43, 3:881 4-(Acetylamino)benzenesulfonamide, 1:263 Acid desulfonation 4-(Acetylamino)benzenesulfonic acid, 1:263 of hydroxynaphthalenedi- and trisulfonic acids, 3:888 4-(Acetylamino)benzenesulfonyl chloride,COPYRIGHTED1:263 Acidol, 1: 201MATERIAL 5-Acetylamino-2-hydroxybenzenesulfonic acid, 1:271 Acid Orange 7, C.I. 15510, 3:883 4-Acetylamino-5-hydroxynaphthalene-2,7-disulfonic acid, 3:923 Acid Orange 20, 3:881 see also N–Acetyl H Acid Acid Red 7, 3:892 3-Acetylamino-4-methoxybenzenesulfonamide, 1:270 Acid Red 25, 3:892, 904 3-Acetylamino-4-methoxybenzenesulfonyl chloride, 1:270 Acid Red 26, 3:978 3-Acetylamino-4-methoxy-N-methylbenzenesulfonamide, 1:270 Acid Red 33, 3:922 4-(Acetylaminomethyl)benzenesulfonamide, 1:257 Acidrine, 1:202 4-(Acetylaminomethyl)benzenesulfonyl chloride, 1:257 Acid Violet 90, 3:916 2-Acetylamino-5-nitrothiazole, 3:1008 NW Acid (Nevile and Winther acid), 3:874 Acetylation by ketene, 2:802 see also 1-Hydroxynaphthalene-4-sulfonic acid N-Acetylcysteine 1:200, 3:1218 Acinitrazole, 3:1010 N-Acetyl-3,30-dichlorobenzidine, 1:288 Aciventral, 1:201 Acetylenecarboxylic acid, 2:440, 444 Acrolein (propenal) Acetylenediurea (Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione) hydrogenation or reduction to allyl alcohol, 1:76 [496-46-8], 3:1281 Acrylonitrile (acrylic acid nitrile)

Ullmann’s Fine Chemicals 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Boschstr. 12, 69469 Weinheim, Germany ISBN: 978-3-527-33477-3 / DOI: 10.1002/14356007 1292 Acthiol – Amine boranes Index

reaction with amines to di- and polyamines, 1:117 of phenols, 3:1042 Acthiol, 1:204 Alkylbenzenesulfonates (ABS) Acyclic diterpenes, 3:1197 alkylphenols from, 3:1046 Acyclic monoterpenes, 3:1189 Alkyl disulfides Acyclic triterpenes, 3:1197 production of, 3:1221 Acyclovir, 3:1134 Alkyl dithiophosphates, 3:1121 2-Acyliminothiazolidines, 2:611 a,a-Alkyleneureas, 3:1279 Acyloins, cyclic, 2:586 1-Alkyl-3-ethylimidazolium trifluoromethanesulfonate salts Acylphenols preparation, 2:746 alkylphenols from, 3:1046 Alkylnaphthalenesulfonic acids, 3:879 Adamantane, 2:574 Alkylphenols, 3:1037 Adenine, 3:1132 higher, transportation and classification, 3:1064 Adipic acid, 2:585 separation from cracking fractions, 3:1041 see also Hexanedioic acid toxicology, 3:1064 reduction to 1,6-hexanediol, 1:45 Alkyl phosphonates, 3:1113 sebacic acid from, 2:589 Alkyl polysulfides Adrogolide, 3:1247 production of, 3:1221 Aerofine 3418 A, 3:1102 Alkyl sulfides Aerofloat, 3:1121, 1122 production of, 3:1220 Aerophine 3418 A, 3:1111 Alkylthiophenes, 3:1249 Agar Allicin, 3:1160 nutrient, minimum inhibitory concentration (MIC) of halogenated phenol Allyl acetate, 1:76, 77, 79 derivatives in, 3:1085 allyl alcohol from, 1:76 Agrisil, 3:1116 toxicology, 1:84 Agrochemicals Allyl acrylate, 1:78 amino acids in, 1:205 polymers and copolymers of, 1:81 fine chemicals, 1:26 Allyl alcohol, 1:73 Airol, 2:721 toxicology, 1:84 Akrochem ETU-22, 3:1262 Allylamine, 1:82, 115 Aktiferrin, 1:203 in 2-pyrrolidone production, 3:1138 Aktivanad, 1:202 toxicology, 1:85 D-Alanine, 1:173 Allyl bromide, 1:376 D,L-Alanine, 1:173 see also 3-Bromo-1-propene L-Alanine, 1:167, 171, 201, 3:1015, 1016 Allyl chloride, 1:67 production, 1:179 dispersion of, 2:512 b-Alanine, 1:173 epichlorohydrin from, 2:638 Alanine as flavor enhancer, 1:195 toxicology, 1:83 Albrite, 3:1119 Allyl chloroformate, 2:498 Alcohols Allyl compounds, 1:67 amines from, 1:117 Allyl cyanoacetate, 2:857 carboxylic acids by alkali fusion, 2:440 Allyl esters, 1:77 electrochemical oxidative carbonylation of, 1:415 polymers and copolymers of, 1:80 ionic liquids in chlorination of, 2:751 toxicology, 1:84 long-chain alcohols via triethylaluminum, 1:100 Allyl ethers, 1:82 oxidative carbonylation of, 1:411 Allyl ethyl ether oxidative carbonylation with NOx, 1:414 toxicology, 1:85 reaction with urea, 1:415 Allyl glycidyl ether, 1:82 Alcohols, polyhydric, 1:37 toxicology, 1:84 Aldehydes Allyl isothiocyanate, 3:1206, 1209, 1210, aliphatic, 1:59 Allyl methacrylate, 1:78 araliphatic, 1:59 polymers and copolymers of, 1:81 bisphenols from, 3:1077 toxicology, 1:84 oxidation to carboxylic acids, 2:438 Allyl methallyl ether, 1:75 polyhydric alcohols from, 1:40 5-[(Allyloxi)methyl]-5-ethyl-1,3-dioxan-2-one, 1:409 Aldoketenes, 2:811 4-Allylphenol, 3:1041 Aldol condensation see also Chavicol aldehyde production, 1:60 Allyl vinyl ether Aldomet toxicology, 1:85 see also Methyl DOPA, 3:961 Alphamin, 3:899 Alen acid, 3:913 see also 1,5–Naphthalenediamine; 1, 5–Diaminonaphthalene see also 4,5–Diaminonaphthalene–2,7–sulfonic acid Alphol, 3:880 Al-Glycin, 1:202 see also 1–Naphthyl salicylate Aliette, 3:1113 Aluminium compound, organic Alkali fusion toxicology, 1:108 of benzenesulfonic acids, 1:242 Aluminoxane, 1:102 of naphthalenesulfonic acids, 3:887 Aluminum alkoxide Alkanes by exothermic radical chain mechanism, 1:94 oxidation to carboxylic acids, 2:440 Aluminum compounds, organic, 1:91 Alkenes Aluminum hydride (alane), 2:688 polyhydric alcohols from, 1:39 g-Aluminum oxide Alkenylphenols, 3:1066 for ortho-alkylation of phenols, 3:1044 Alkoxyalanates, 2:690 Aluminum phenolates a-Alkoxyalkylureas, 3:1278 for ortho-alkylation of phenols, 3:1043 Alkylaluminum alkoxide Alumnol, 3:894 from alkylaluminum compounds, 1:95 Amanita phalloides, 3:1225 Alkylaluminum compounds, 1:92, 93 Amberlite JR-112, 3:1042 Alkylammonium halide Amgard, 3:1116, 1118 preparation, 2:745 Amido F acid, 3:906 Alkyl aryl phosphates, 3:1118 see also 2–Aminonaphthalene–7–sulfonic acid Alkyl aryl phosphites, 3:1112, 1113 Amine, aliphatic Alkylation toxicology, 1:151 with aliphatic nitro compounds, 3:957 Amine boranes, 1:355 of amines, 1:116 (C2H5)3NBH3, 1:355 Vol. 1 to 3 Amines – 2-Amino-5-hydroxynaphthalene-7-sulfonic 1293

(CH3)3NBH3, 1:355 4-Amino-5-chloro-3-methylbenzenesulfonic acid, 1:273 1 2 (C2H5)2NHBH3, 1:355 4-Amino-6-chloro-N ,N -dimethyl-1,3-benzene-disulfonamide, 1:272 (CH3)2NHBH3, 1:355 2-Amino-4-chlorophenol, 3:1004 C4H9NH2BH3, 1:355 2-Amino-6-chlorotoluene-4-sulfonic acid, 3:1002 morpholine borane, 1:355 4-Amino-6-chlorotoluene-3-sulfonic acid, 3:987 pyridine borane, 1:355 3-Aminocrotonate esters, 2:811 toxicology, 1:363 2-Aminocyanoacetamide, 2:857 Amines 1-Amino-3-cyclohexylaminopropane, 1:146 acylation with carbamoyl chlorides, 3:1275 Aminocyclopentane, 1:126 phosgenation, 3:1274 see Cyclopentylamine reaction with cyanates, 3:1275 2-Amino-4,5-dichlorobenzenesulfonamide, 1:272 reaction with isocyanates, 3:1275 2-Amino-4,5-dichlorobenzenesulfonic acid, 1:272 Amines, aliphatic, 1:113 4-Amino-2,5-dichlorobenzenesulfonic acid, 1:272 see also Alkylamines 2-Amino-4,5-dichlorobenzenesulfonyl chloride, 1:272 Amines, aromatic 6-Amino-2,4-dichloro-3-methylbenzenesulfonic acid, 1:273 phosgenation, 2:790 2-Amino-4,6-dichlorophenol, 3:1003 2-Aminoacetanilide, 3:990 1-Amino-3-diethylaminopropane, 1:146 3-Aminoacetanilide, 3:990 1-Amino-3-dimethylaminopropane, 1:146 Aminoacetonitrile, 3:939 2-Amino-3,5-dimethylbenzenesulfonic acid, 1:268 see also Cyanomethylamine 2-amino-3,4-dimethyl-3-thiophenecarboxylic acid, 3:1250 Amino acid 2-Amino-3,5-dinitrothiophene, 3:1010 imbalance, 1:214 Aminodithiocarbamic acid, 2:603 Amino F Acid, 3:874 Amino epsilon acid, 3:874 see also 2-Aminonaphthalene-7-sulfonic acid see also 1-Aminonaphthalene-3, 8-disulfonic acid Amino G Acid, 3:874, 8-disulfonic acid 1-Aminoethane-1,1-diphosphonic acid, 3:1115 see also 2-Aminonaphthalene-6 3-Amino-6-ethoxybenzenesulfonic acid, 1:271 Amino J Acid, 3:874, 7-disulfonic acid 2-Amino-3-ethoxycarbonyl-5-nitrothiophene, 3:1010 see also 2-Aminonaphthalene-5 1-Amino-2-ethoxynaphthalene, 3:914, 917 Amino R Acid, 3:874, 6-disulfonic acid 1-Amino-2-ethoxynaphthalene-6-sulfonic acid, 3:917 see also 2-Aminonaphthalene-3 3-(2-Aminoethyl)-aminopropylamine, 1:150 Amino e Acid, 3:874 2-Amino-N-ethylbenzenesulfonanilide, 3:995 Amino acid derivatives N-(2-Aminoethyl)-1,3-diaminopropane, 1:150 as pesticides, 1:205 see 3-(2-Aminoethyl)-aminopropylamine as therapeutic agents, 1:200 3-(2-Aminoethyl)indole, 2:736 Amino acids, 1:165 N-(2-Aminoethyl)morpholine, 1:133 biosynthesis, 1:189 N-(2-Aminoethyl)piperazine (AEP), 1:134 chemical analysis, 1:210 1-(2-Aminoethyl)piperazine, 1:134, 155 in cosmetics, 1:205 see N-(2-Aminoethyl)piperazine (AEP) economic significance, 1:213 toxicology 1:155 essential, requirements of humans, 1:192 N-(2-Aminoethyl)-2-pyrrolidone, 3:1141 essential and semiessential, 1:190 3-Amino-4-ethylsulfonylbenzotrifluoride, 3:988 esupplementation, 1:193 Aminoguanidine [79-17-4], 2:663 glucogenic, 1:190 5-Amino-4-hydroxy-1,3-benzenedisulfonic acid, 1:270 ketogenic, 1:190 3-Amino-4-hydroxybenzenesulfonamide, 1:270 production by chemical synthesis, 1:178 3-Amino-4-hydroxybenzenesulfonic acid, 1:270 production by extraction, 1:179 2-Amino-2-(hydroxymethyl)-1,3-propanediol, 3:960 production by fermentation, 1:179 see also Tris(hydroxymethyl)aminomethane toxicology, 1:213 1-Amino-8-hydroxynaphthalene-2,4-disulfonic acid, 3:874 4-Amino-1,3-benzenedisulfonamide, 1:264 see also 2S Acid 2-Amino-1,4-benzenedisulfonic acid, 1:264 1-Amino-8-hydroxynaphthalene-3,6-disulfonic 4-Amino-1,3-benzenedisulfonic acid, 1:264 acid, 3:874, 922 5-Amino-1,3-benzenedisulfonic acid, 1:263 see also H Acid 5-Amino-1,3-benzenedisulfonyl chloride, 1:263 1-Amino-8-hydroxynaphthalene-4,6-disulfonic acid, 3:874, 923 2-Aminobenzenesulfonamide, 1:262 see also K Acid 3-Aminobenzenesulfonamide, 1:262 1-Amino-2-hydroxynaphthalene-3,6-disulfonic acid, 3:921 4-Aminobenzenesulfonamide, 1:263 2-Amino-8-hydroxynaphthalene-3,6-disulfonic acid, 3:874, 924 2-Aminobenzenesulfonic acid, 1:261 see also 2R Acid 3-Aminobenzenesulfonic acid, 1:262 2-Amino-5-hydroxynaphthalene-1,7-disulfonic acid, 3:923 see also Metanilic acid see also Sulfo J Acid 4-Aminobenzenesulfonic acid, 1:262 2-Amino-5-hydroxynaphthalene-4,8-disulfonic acid, 3:923 see also Sulfanilic acid see also Oxy C Acid 2-Aminobenzoic acid, 1:305 Aminohydroxynaphthalenedisulfonic acids, 3:910 see also Anthranilic acid Aminohydroxynaphthalenemonosulfonic acids, 3:916 3-Aminobenzoic acid, 1:306 1-Amino-2-hydroxynaphthalene-4-sulfonic acid, 3:874 4-Aminobenzoic acid, 1:306, 309 see also Boniger€ acid 3-Aminobenzotrifluoride, 3:988 1-Amino-5-hydroxynaphthalene-7-sulfonic acid, 3:874 5-Amino-N,N-bis(2-chloroethyl)-1,3-benzenedisulfonamide, 1:263 see also M Acid L-a-Aminobutyric acid, 1:173 1-Amino-8-hydroxynaphthalene-4-sulfonic acid, 3:874 g-Aminobutyric acid (GABA), 1:174 see also S Acid Amino C acid, 3:912 1-Amino-2-hydroxynaphthalene-4-sulfonic acid, 3:916 see also 3,8–Diaminonaphthalene–1,5–disulfonic acid see also Boniger€ acid 7-aminocephalosporanic acid, 3:1247 1-Amino-2-hydroxynaphthalene-6-sulfonic acid, 3:917 4-Amino-6-chloro-1,3-benzenedisulfonamide, 1:272 see also Amino–Schaeffer acid 4-Amino-6-chloro-1,3-benzenedisulfonic acid, 1:272 1-Amino-5-hydroxynaphthalene-6-sulfonic acid, 3:917 4-Amino-6-chloro-1,3-benzenedisulfonyl chloride, 1:272 1-Amino-5-hydroxynaphthalene-7-sulfonic acid, 3:917 2-Amino-5-chlorobenzenesulfonic acid, 1:271 see also M Acid 3-Amino-4-chlorobenzenesulfonic acid, 1:272 1-Amino-8-hydroxynaphthalene-4-sulfonic acid, 3:918 3-Amino-5-chloro-2-hydroxybenzenesulfonic acid, 1:269, 271 see also S Acid 3-Amino-5-chloro-4-hydroxybenzenesulfonic acid, 1:269, 271 1-Amino-8-hydroxynaphthalene-6-sulfonic acid, 3:918 2-Amino-4-chloro-5-methylbenzenesulfonic acid, 1:273 2-Amino-3-hydroxynaphthalene-6-sulfonic acid, 3:874, 918 2-Amino-5-chloro-4-methylbenzenesulfonic acid, 1:273 see also RM Acid 3-Amino-5-chloro-4-methylbenzenesulfonic acid, 1:273 2-Amino-5-hydroxynaphthalene-7-sulfonic acid, 3:874, 918 4-Amino-5-chloro-2-methylbenzenesulfonic acid, 1:273 see also J Acid 1294 2-Amino-8-hydroxynaphthalene-6-sulfonic – 2-Amino-4-sulfobenzoic acid Index

2-Amino-8-hydroxynaphthalene-6-sulfonic acid, 3:874, 920 1-Aminonaphthalene-5-sulfonic acid (purpurin acid), 3:904 see also g Acid see also L acid 2-Amino-1-hydroxynaphthalene-4-sulfonic acid, 3:918 1-Aminonaphthalene-6-sulfonic acid, 3:904 2-Amino-6-hydroxynaphthalene-8-sulfonic acid, 3:920 see also 1,6–Cleve’s acid 2-Amino-8-hydroxynaphthalene-5-sulfonic 1-Aminonaphthalene-7-sulfonic acid, 3:905 acid, 3:921 see also 1,7–Cleve’s acid 2-Amino-8-hydroxynaphthalene-7-sulfonic acid 2-Aminonaphthalene-6-sulfonic acid, 3:874 Na salt, 3:921 see also Bronner acid Aminohydroxynaphthalenesulfonic acids, 3:914 2-Aminonaphthalene-7-sulfonic acid, 3:874 see also Aminonaphtholsulfonic acids see also Amido F acid derivatives, 3:915 2-Aminonaphthalene-1-sulfonic acid, 3:906 a-Aminoisobutyric acid, 1:173 see also Tobias acid 2-Aminomalononitrile, 2:861 2-Aminonaphthalene-5-sulfonic acid (Dressel acid), 3:906 4-Amino-6-methoxy-1,3-benzenedisulfonic acid, 1:271 see also D acid 4-Amino-6-methoxy-1,3-benzenedisulfonyl chloride, 1:271 2-Aminonaphthalene-6-sulfonic acid, 3:906 3-Amino-4-methoxybenzenesulfonic acid, 1:270 see also Bronner acid 3-Amino-3-methylacrylonitrile, 3:940 2-Aminonaphthalene-7-sulfonic acid, 3:906 see also Diacetonitrile see also Amido F acid 1-Amino-3-methylaminopropane, 1:146 2-Aminonaphthalene-8-sulfonic acid, 3:907 1-Amino-3-N-methyl-N-(3-aminopropyl)-aminopropane, 1:150 see also Badische acid see N-Methyldipropylenetriamine 1-Aminonaphthalene-8-sulfonic acid (8-aminonaphthalene-1-sulfonic acid; peri 2-Amino-N-methylbenzenesulfonamide, 1:262 acid), 3:905 2-Amino-5-methylbenzenesulfonic acid, 1:268 Aminonaphthalenesulfonic acids 3-Amino-4-methylbenzenesulfonic acid, 1:268 toxicology, 3:913 4-Amino-2-methylbenzenesulfonic acid, 1:268 Aminonaphthalenetetrasulfonic acids, 3:910 4-Amino-3-methylbenzenesulfonic acid, 1:268 1-Aminonaphthalene-3,6,8-trisulfonic acid, 3:874 5-Amino-2-methylbenzenesulfonic acid, 1:268, 3:999 see also Koch acid; T Acid see also p-Toluidine-2-sulfonic acid 1-Aminonaphthalene-4,6,8-trisulfonic acid 3-Amino-4-methyl-N,N-dimethylbenzenesulfonamide, 3:998 see also B Acid, 3:874, 911 2-Amino-2-methyl-1,3-propanediol, 3:961 1-Aminonaphthalene-2,4,8-trisulfonic acid, 3:910 2-Amino-2-methyl-1-propanol (AMP), 3:962 1-Aminonaphthalene-3,6,8-trisulfonic acid, 3:910 3-Aminomethyl-3,5,5-trimethylcyclohexylamine, 1:148 see also Koch acid; T Acid 1-Aminonaphthalene, 3:896, 897 2-Aminonaphthalene-1,5,7-trisulfonic acid, 3:911 see also 1–Naphthylamine 2-Aminonaphthalene-3,6,8-trisulfonic acid, 3:911 2-Aminonaphthalene, 3:898 1-Amino-2-naphthol, 3:914 see also 2–Naphthylamine 4-Amino-1-naphthol, 3:913 8-Aminonaphthalene-1-carboxylic acid, 3:905 see also 4–Hydroxy–1–aminonaphthalene 1-Aminonaphthalene-2,7-disulfonic acid, 3:874 5-Amino-1-naphthol, 3:913 see also Kalle’s acid see also Purpurol 1-Aminonaphthalene-3,6-disulfonic acid, 3:874 7-Amino-1-naphthol, 3:914 see also Freund’s acid see also 8–Hydroxy–2–aminonaphthalene 1-Aminonaphthalene-3,7-disulfonic acid, 3:874, 907 8-Amino-2-naphthol, 3:914 see also Freund’s acid see also Cyanol 1-Aminonaphthalene-3,8-disulfonic acid, 3:874 Aminonaphtholsulfonic acids, 3:914 see also Amino epsilon acid see also Aminohydroxynaphthalenesulfonic acids 1-Aminonaphthalene-4,6-disulfonic acid, 3:874, 908 2-Amino-3-nitro-5-acetylthiophene, 3:1010 see also Dahl’s Acid II 7-Amino-5-nitrobenz [3,4-c] isothiazole, 3:1011 1-Aminonaphthalene-4,7-disulfonic acid, 3:874, 908 4-Amino-2-nitrobenzenesulfonic acid, 1:246 see also Dahl’s Acid III 2-Amino-5-nitrobenzonitrile, 3:944 1-Aminonaphthalene-3,8-disulfonic acid see also 2-Cyano-4-nitroaniline see also Amino epsilon acid, 3:907 2-Amino-6-nitrobenzothiazole, 3:1011 1-Aminonaphthalene-4,8-disulfonic acid, 3:908 40-Amino-4-nitrodiphenylamine-2-sulfonic acid, 3:1000 1-Aminonaphthalene-5,7-disulfonic acid, 3:908 2-Amino-5-nitrothiazole, 3:1010 2-Aminonaphthalene-3,6-disulfonic acid, 3:874 see also 5-Nitro-2-thiazolamine see also Amino R Acid 2-Amino-4-nitrotoluene, 3:977 2-Aminonaphthalene-4,8-disulfonic acid, 3:874 4-Amino-2-nitrotoluene, 3:977 see also C acid 2-Aminophenol, 3:1003 2-Aminonaphthalene-5,7-disulfonic acid, 3:874 3-Aminophenol, 3:1004 see also Amino J Acid 4-Aminophenol, 3:1004 2-Aminonaphthalene-6,8-disulfonic acid, 3:874 see also Rodinal see also Amino G Acid 2-Aminophenol-4-sulfonamide, 3:1001 2-Aminonaphthalene-1,5-disulfonic acid, 3:909 2-Aminophenol-4-sulfonic acid, 3:1000 see also 5–Sulfo–Tobias acid N-(4-Aminophenyl)benzenesulfonamide, 1:254 2-Aminonaphthalene-3,6-disulfonic acid, 3:909 3-Aminophenyl-2-hydroxyethylsulfone, 3:996 see also Amino R Acid 2-Amino-N-(phenylsulfonyl)benzenesulfonamide, 1:262 2-Aminonaphthalene-4,8-disulfonic acid, 3:900, 909 2-Amino-1,3-propanediol, 3:960 see also C acid 3-Aminopropanenitrile, 3:939 2-Aminonaphthalene-5,7-disulfonic acid, 3:909 see also 3-Aminopropionitrile see also Amino J Acid 2-Amino-1-propene-1,1,3-tricarbonitrile, 1, 3:940 2-Aminonaphthalene-6,8-disulfonic acid, 3:910 see also 2-Amino-1, 3-tricyano-1-propene see also Amino G Acid 3-Aminopropionitrile, 3:939 1-Aminonaphthalene-4-sulfonic acid, 3:874 see also 3-Aminopropanenitrile see also Naphthionic acid; Piria’s acid 1-(3-Aminopropyl)imidazole, 2:727 1-Aminonaphthalene-6-sulfonic acid, 3:874 4-Aminopyridine, 3:1008 see also 1,6-Cleve’s acid 4-Aminoquinoline, 3:1009 1-Aminonaphthalene-7-sulfonic acid, 3:874 5-Aminoquinoline, 3:1009 see also 1,7-Cleve’s acid 8-Aminoquinoline, 3:1009 1-Aminonaphthalene-2-sulfonic acid, 3:903 N-Aminorhodanine, 2:610 see also ortho–Naphthionic acid 4-Aminosalicylic acid, 3:1004 1-Aminonaphthalene-3-sulfonic acid, 3:903 Amino-Schaeffer acid, 3:917 1-Aminonaphthalene-3,6-sulfonic acid, 3:907 see also 1–Amino–2–hydroxynaphthalene–6–sulfonic 1-Aminonaphthalene-4-sulfonic acid, 3:903 acid see also Naphthionic acid; Piria’s acid 2-Amino-4-sulfobenzoic acid, 1:268 Vol. 1 to 3 2-Amino-5-sulfobenzoic acid – Baum’s acid 1295

2-Amino-5-sulfobenzoic acid, 1:269 Arosolvan process, 2:447 2-Aminothiazole nitrate, 3:1010 Arsanilic acid, 1:228 2-Aminothiazol-4-yl acetates, 2:811 Arsenal, 1:207 2-Aminothiophenol, 3:995 Arsenic compounds, organic, 1:227 3-Amino-2-thioxotetrahydro-1,3-thiazin-4-ones, 2:611 Arsenobenzenes, 1:229 4-Aminotoluene-2-sulfonanilide, 3:999 Arsinic acids, 1:228 3-Amino-1,2,4-triazole [61-82-5], 2:664 Arsinous acids, 1:228 2-Amino-1,1,3-tricyano-1-propene, 1, 3:940 Arsonic acids, 1:228 see also 2-Amino-1-propene-1, 3-tricarbonitrile Arsonium salts, 1:227 Amixyl, 3:1264 Arsonous acids, 1:227 Ammelide, 2:551 Arsoranes, 1:228 Ammeline, 2:551 Aryl dithiophosphates, 3:1121 Ammonia Arylphosphines acetylation by ketene, 2:802 tertiary phosphines from, 3:1102 acylation with carbamoyl chlorides, 3:1275 Asaprol, 3:891 reaction with isocyanates, 3:1275 Aslos-C, 1:204 Ammonium dithiocarbamate, 2:602 L-Asparagine, 1:201 Ammonium fluoroborate, 1:350 as drug, 1:201 Amobam, 2:618 monohydrate, 1:201 Amoco process L-Aspargine, 1:171 for terephthalic acid, 2:455 production, 1:181 tert-Amyl alcohol a-Aspartame, 1:195 see also 2–Methyl–2–butanol, 3:1024 D,L-Aspartic acid, 1:174, 201 a-Amylcinnamaldehyde, 1:60 as drug, 1:201 1:201magnesium salt, tetrahydrate, 1:201 Amyl ethyl ketone, 2:825 potassium salt, semihydrate, 1:201 see also 5-Methyl-3-heptanone sodium salt, monohydrate, 1:201 Amyl Ledate, 2:615 L-Aspartic acid, 1:171, 201 Amyl Zimate, 2:615 as drug, 1:201 Anavenol, 3:882 ferrous salt, tetrahydrate, 1:201 Anazolene sodium, 3:906 magnesium salt, dihydrate, 1:201 Anesthesin, 1:306 potassium salt, semihydrate, 1:201 Anetil, 1:201 production, 1:180 Angelica lactone, 3:1020 sodium salt, monohydrate, 1:201 Aniline Asphalt emulsification from nitrobenzene, 3:971 by fatty amine salts, 1:141 Aniline-2,5-disulfonic acid, 3:1000 Aspisol, 1:202 m-Anisidine, 3:1004 Assert, 1:207 o-Anisidine, 3:1003 Athensa, 1:202 p-Anisidine, 3:1004–1006 A-1 Thiocarbanilid, 3:1262 Anisole Atirozidina, 3:1263 see also Phenyl methyl ether, 3:1082 Atisane, 3:1187 Anobial Auranofin, 3:1103 see also 5,30, 3:1091, 40–Trichlorosalicylanilide Aviglycine, 1:210 Ansar 160, 1:228 AZ-100, 2:616 Antage NBC, 2:615 Azacycloheptane, 1:131 Anthelmintic praziquantel, 3:1147 see Hexamethyleneimine Anthranilic acid, 1:305 8-Azaisatoic anhydride, 2:492 see also 2-Aminobenzoic acid Azelaic acid, 2:592, 585, 586, Antiblaze, 3:1116 see also Nonanedioic acid Antigene NBC, 2:615 L-Azetidine-2-carboxylic acid, 1:174 Antimony, 1:223 Aziridine, 1:233 Antimony fluoroborate, 1:351 1-Aziridine ethanol, 1:235 Antimycotics Aziridines, 1:233 dithiocarbamic acid derivatives, 2:614 toxicology, 1:238 Antioxidants Azlactones, 1:170 amino acids as, in foodstuffs, 1:195 Azobenzene Anti-rheuma, 1:202 from nitrobenzene, 3:971 Antor, 1:208 Azoguard, 3:878 Antracol, 2:618 Azosemide, 3:1246 ANTU, 3:898 Azoxybenzene see also 1–Naphthalenethiourea from nitrobenzene, 3:971 Aralkylphenols, 3:1065 AZT, 1:14 Arasan, 2:618 Azurol, 3:883 Arazate, 2:616 see also 1,5–Naphthalenediol; 1, 5–Dihydroxynaphthalene Ardesyl, 1:204 Arenesulfonyl isocyanates B by phosgenation of ureas, 2:791 Badional, 3:1263 Argiceto, 1:201 Badische Acid, 3:874 Argihepar, 1:201 see also 2-Aminonaphthalene-8-sulfonic acid L-Arginine, 1:167, 171, 201 Baking process L-aspartate, 1:201 for production of aminobenzenesulfonic acid, 1:245 as drug, 1:201 Bamifylline, 3:1134 L-glutamate, 1:201 Banlate, 2:619 hydrochloride, 1:201 Barbier reaction, 2:847 2-oxoglutarate, 1:201 Barium hydride, 2:676 production, 1:180 Basamid, 2:619 L-pyroglutamate, 1:201 BASIL (Biphasic Acid Scavenging utilizing Ionic Liquids) process, Argivene, 1:201 2:750 Armstrong Acid, 3:877 Basolest, 3:1263 see also Naphthalene–1,5–disulfonic acid Basonate, 2:797 Naphthalene-1,5-disulfonic acid, 3:874 Basta, 1:206 Aromatic hydrocarbons Baum’s acid, 3:889 ionic liquids in extraction of, 2:753 see also 1–Hydroxynaphthalene–2–sulfonic acid 1296 Baygon – Bis(h5-cyclopentadienyl)nickel(II) Index

Baygon, 3:1071 1,4-benzoquinone [106-51-4], 1:311 Bayhibit AM, 3:1115 Benzothiazole Bayhydur, 2:797 nitramino derivatives, 3:1011 Beckmann rearrangement Benzothiazole-2-thiol, 3:1226 of triacetylbenzene trioxime, 3:1074 Benzothiazolyl-2-acetonitrile, 3:944 Belacide, 3:1106 see also 2-Cyanomethylbenzothiazole Belclene 1:350, 3:1106 Benzothiazolyl dithiocarbamates, 2:610 Benalaxyl, 1:209 Benzotrichloride, 1:302 Benthiavalicarb, 1:208 2-Benzoylbenzoic acid, 1:304 Benzal chloride, 1:302 Benzoyl chloride, 1:302 Benzaldehyde toxicology, 1:309 from benzyl alcohol, 1:318, 320 Benzoyl cyanide, 3:943 byproduct of toluene oxidation to benzoic acid, 1:299 see also Phenylglyoxylonitrile Benzaldehyde cyanohydrin, 3:943 N-Benzoyl H Acid, 3:923 see also D,L-Mandelonitrile see also 4–Benzamido–5–hydroxynaphthalene–2,7–disulfonic acid 4-Benzamido-5-hydroxynaphthalene-1,7-disulfonic acid, 3:923 N-Benzoyl K Acid, 3:923 see also N–Benzoyl K Acid see also 4–Benzamido–5–hydroxynaphthalene–1,7–disulfonic acid 4-Benzamido-5-hydroxynaphthalene-2,7-disulfonic acid, 3:923 Benzoyl peroxide, 1:303 see also N–Benzoyl H Acid Benzoylprop, 1:207 Benzenecarboxylic acid, 2:450 Benzyl acetate, 1:323 see also Benzoic acid Benzyl alcohol, 1:317 1,3-Benzenedisulfonamide, 1:255 toxicology, 1:323 1,2-Benzenedisulfonic acid, 1:245 Benzylamine, 1:303 1,3-Benzenedisulfonic acid, 1:254 Benzyl benzoate, 1:302, 323 1,4-Benzenedisulfonic acid, 1:254 Benzyl chloride, 1:302 1,3-Benzenedisulfonohydrazide, 1:255 benzyl alcohol from, 1:319 1,3-Benzenedisulfonyl chloride, 1:255 4-Benzyl-2-chloro-6-methylphenol, 3:1088 Benzenehexacarboxylic acid, 2:450 toxicology, 3:1088 see also Mellitic acid 2-Benzyl-4-chlorophenol, 3:1086 Benzenepentacarboxylic acid, 2:450 see also Chlorophene Benzenesulfonamide, 1:253 toxicology, 3:1086 Benzenesulfonic acid, 1:241, 251 Benzyl cinnamates, 2:530 anhydrides, 1:243 Benzyl cyanide, 3:943 desulfonation, 1:241 see also Phenylacetonitrile Benzenesulfonohydrazide, 1:251, 254 Benzyl 4-hydroxybenzoate, 2:718 Benzenesulfonyl chloride, 1:247, 248, 253 Benzyl methyl ketone, 2:833 1,2,3,4-Benzenetetracarboxylic acid, 2:450 see also 1-Phenyl-2-propanone see also Mellophanic acid 2-Benzylphenol, 3:1066 1,2,3,5-Benzenetetracarboxylic acid, 2:450 4-Benzylphenol, 3:1066 see also Prehnitic acid Benzyl salicylate, 1:323 1,2,4,5-Benzenetetracarboxylic acid, 2:450 Beryllium hydride, 2:679 see also Pyromellitic acid Betaine, 1:174, 201 Benzenethiophosphonic acid dichloride, 3:1116 citrate, 1:201 1,2,3-Benzenetricarboxylic acid, 2:450 as drug, 1:201 see also Hemimellitic acid hydrochloride, 1:201 1,2,4-Benzenetricarboxylic acid, 2:450 monohydrate, 1:201 see also Trimellitic acid Bialofos, 1:206 1,3,5-Benzenetricarboxylic acid, 2:450, 457 Bicyclic monoterpenes, 3:1193 see also Trimesic acid Bicyclic sesquiterpenes, 3:1196 Benzidine, 1:279 Biguanide [56-03-1], 2:659, 668 determination in urine, 1:286 Bilanafos, 1:206 dihydrochloride, 1:286 1,10-Binaphthyl-8,80-dicarboxylic acid, 3:905 disulfate, 1:286 Binotal, 2:500 monohydrochloride, 1:286 Biobor JF, 1:362 from nitrobenzene, 3:971 Biocatalysis safety precautions, 1:283 ionic liquids for, 2:748 sulfate, 1:286 Bioprotein-Holzinger, 1:202 toxicology, 1:292 Bio-Tal, 3:1264 Benzidine-2,20-dicarboxylic acid, 1:290 Biotechnology, red, 1:14 Benzidine-3,30-dicarboxylic acid, 1:290 Biotechnology, white, 1:11 Benzidine-2,20-disulfonic acid, 1:290, 3:996 Bio-Tel, 3:1264 Benzidine-3,30-disulfonic acid, 1:291 Bisabolane, 3:1187 Benzidine rearrangement, 1:282 a-Bisabolene, 3:1196 Benzidinesulfone, 1:290 b-Bisabolene, 3:1196 Benzidinesulfone-disulfonic acid, 1:291 g-Bisabolene, 3:1196 Benzidine yellow, 1:289 Bisabolol Benzo-15-crown-5, 2:535 isomers, 3:1196 1,3-Benzodioxole, 3:1083 Bis(h3-allyl)nickel, 3:930 Benzoguanamine, 1:303 2,2-Bis(4-aminocyclohexyl)-propane, 1:129 Benzoic acid 1:297, 2:450, 2:715 Bis(2-aminoethyl)amine, 1:148 see also Benzenecarboxylic acid; Benzoates (esters) see Diethylenetriamine esters, 1:301 N,N0-Bis(2-aminoethyl)ethylenediamine, 1:149 salts, 1:301 see Triethylenetetramine Benzoin, 2:834 N,N0-Bis(3-aminopropyl)-1,2-diaminoethane, 1:150 see also 2-Hydroxy-1, 2-diphenylethanone Bis(aminothiocarbonyl)disulfanes, 2:604 Benzoisothiazole Bis(aminothiocarbonyl)trisulfanes, 2:606 nitramino derivatives, 3:1011 Bischler–Napieralski reaction, 3:1016 Benzonitrile, 1:303 Bis(chloroacetic)anhydride, 2:475 toxicology, 1:309 1,2-Bis-(cyanomethyl)benzene, 3:943 Benzophenone, 2:833 see also 1,2-Phenylenediacetonitrile see also Diphenyl ketone Bis(1,5-cyclooctadiene)nickel, 3:930 Benzophenone-2-carboxylic acid, 1:304 Bis(h5-cyclopentadienyl)nickel(II), 3:930 1,2-benzoquinone [583-63-1], 1:311 see also Nickelocene Vol. 1 to 3 Bis(dimethylglyoximato) nickel(II) – Bronopol 1297

Bis(dimethylglyoximato) nickel(II), 3:929 Boron tetrachloride, 1:351 see also Nickel(II) dimethylglyoximate Boron tetrafluoride, 1:351 Bis(2-ethylhexyl) phosphate, 3:1119 Boron tribromide, 1:345 Bis(2-ethylhexyl)phosphinic acid, 3:1111 Boron trichloride, 1:345 Bis(2-ethylhexyl) phosphonate, 3:1119 Boron trifluoride, 1:345 Bis(glycinato) copper(II) hydrate, 1:169 as catalyst for alkylation of phenol, 3:1061 Bis(2-hydroxy-3-cyclohexyl-5-methylphenyl)methane, 3:1076 diethyl etherate, 1:347 2,2-Bis(4-hydroxycyclohexyl)propane, 1:46 Boron triiodide, 1:345 Bis(4-hydroxy-3,5-di-tert-butylphenyl)methane, 3:1076 Boroxines, 1:359 N,N-Bis(2-hydroxyethyl)glycine, 2:652 Brassylic acid, 2:585, 593 1,4-Bis(hydroxymethyl)cyclohexane, 1:47 see also Tridecanedioic acid see also 1,4-Cyclohexanedimethanol; 1, 4-Dimethylolcyclohexane, Brestan, 3:1271 toxicology, 1:55 Briphos, 3:1119 2,2-Bis(4-hydroxy-3-methylphenyl)propane, 3:1076 Briquest, 3:1115 Bis(hydroxymethyl)phosphinic acid, 3:1110 Bromine compounds, organic, 1:367 Bis(4-hydroxyphenyl)alkanes Bromoacetic acid, 1:374 alkylphenols from, 3:1046 toxicology, 1:383 a,a0-Bis(4-hydroxyphenyl)-p-diisopropylbenzene, 3:1076 Bromoacetyl bromide, 1:375 Bis(4-hydroxyphenyl)methane, 3:1076 Bromoacetyl chloride, 1:375 4,4-Bis(4-hydroxyphenyl)valeric acid, 3:1076 4-Bromoanisole, 1:369 1,3-Bis(isocyanatomethyl)benzene (XDI), 2:785 Bromobenzene, 1:369 Bis(isocyanatomethyl)-bicyclo[2.2.1]heptane, (NBDI), 2:785 1-Bromobutane, 1:369 c 1,3-Bis(isocyanatomethyl)cyclohexane (H6XDI) , 2:786 2-Bromobutane, 1:369 1,3-Bis(1-isocyanato-1-methylethyl)benzene (m-TMXDI), 2:785 1-Bromo-4-chlorobenzene, 1:369 Bismate, 2:615 Bromochlorodifluoromethane, 1:369, 377 Bis(3-methylbutyl)amine, 1:115 1-Bromo-3-chloro-5,5-dimethylhydantoin, 2:494 D,L-Bis(1-methyl)propylamine, 1:115 toxicology, 2:495 Bis(2-methylpropyl)dithiophosphinic acid Bromochloromethane, 1:376, 383 sodium salt, 3:1111 toxicology, 1:384 [Bis(methylthio)methylene]malononitrile, 2:861 2-Bromo-6-chloro-4-nitroaniline, 3:994 1,1-Bis(methylthio)-2-nitroethene Bromochlorophene, 3:1090 from aliphatic nitro compounds, 3:957 see also 2,20–Methylenebis(6–bromo–4–chlorophenol) Bismuth diethyldithiocarbamate, 2:605 toxicology, 3:1090 N,N0-Bis(4-nitrophenyl)urea, 3:991 1-Bromo-3-chloropropane, 1:373 1,2-Bis(pentabromophenoxy)ethane, 1:379 toxicology, 1:382 Bisphenol A (2,2-bis(4-hydroxyphenyl)propane), 3:1075 1-Bromodecane, 1:369 4-(alken-2-yl)phenols from, 3:1067 4-Bromo-2,6-dimethylphenol, 3:1088 hydrogenation, 1:46 toxicology, 3:1088 production, 3:1077 6-Bromo-2,4-dinitroaniline, 3:992 toxicology, 3:1079 1-Bromododecane, 1:369, 372 Bisphenol A, oligocarbonate cyclic n ¼ 1, 1:409 4-(2-Bromoethyl)benzenesulfonamide, 1:258 Bisphenols, 3:1075 4-(2-Bromoethyl)benzenesulfonic acid, 1:258 Bisphenol Z (2,2-bis(4-hydroxyphenyl)cyclohexane), 3:1076 4-(2-Bromoethyl)benzenesulfonyl chloride, 1:258 2,2-Bis-1,3-propanediol, 1:54 Bromoethylene, 1:372, 383 see Tripentaerythritol 1-Bromo-4-fluorobenzene, 1:369 1,2-Bis(tetrabromophthalimido)ethane, 1:379 1-Bromohexadecane, 1:369 1,2-Bis(2,4,6-tribromophenoxy)ethane, 1:379 1-Bromohexane, 1:369 Bis(tributyltin) oxide (TBTO), 3:1271 1-Bromo-4-iodobenzene, 1:369 Bis(trichloromethyl) carbonate Bromomalononitrile, 2:860 in isocyanate production, 2:792 Bromomethane, 1:369, 375 Bis(trifluoromethyl)phosphine, 3:1100 see also Methyl bromide Bis(2,4,4-trimethylpentyl)dithiophosphinic acid, 3:1111 toxicology, 1:383 Bis(2,4,4-trimethylpentyl)phosphinic acid, 3:1111 1-(Bromomethyl)-3-phenoxybenzene, 1:374 Bithionol, 3:1091 toxicology, 1:382 see also 2,20–Thiobis(4, 6–dichlorophenol) 1-Bromonaphthalene, 1:369 toxicology, 3:1091 a-Bromo-4-nitroacetophenone, 3:1008 Biuret, 2:551 2-Bromo-4-nitroaniline, 3:991 Biuret [108-19-0], 3:1273 (2-Bromo-2-nitroethenyl)benzene, 3:960 Boniger€ acid, 3:916 2-Bromo-2-nitropropane-1,3-diol, 3:960 see also 1–Amino–2–hydroxynaphthalene–4–sulfonic acid 1-Bromooctadecane, 1:369 1-Amino-2-hydroxynaphthalene-4-sulfonic acid, 3:874 1-Bromooctane, 1:369 BON acid, 3:874 1-Bromopentane, 1:369 see also 3-Hydroxy-2-naphthoic acid 4-Bromophenol, 1:369 Boranes, 1:352 1-Bromo-2-phenylethane, 1:373 B2H6, 1:353 toxicology, 1:382 B4H10, 1:353 1-Bromopropane, 1:369 B5H9, 1:353 2-Bromopropane, 1:369 B10H14, 1:353 3-Bromo-1-propene, 1:369, 376 (CH3)2SBH3, 1:354 see also Allyl bromide closo-Boranes, 1:354, 356 toxicology, 1:383 Borazine, 1:359 b-Bromostyrene, 2:530 Boric acid esters, 1:360 1-Bromotetradecane, 1:369 Borinic acids, 1:359 2-Bromothiophene, 3:1248 Borohydrides, 1:355 toxicology, 3:1251 see also Boranes 2-Bromothiophene [1003-09-4], 3:1245 toxicology, 1:363 3-Bromothiophene, 3:1248 Boron compounds, 1:345 3-bromothiophene, 3:1243 toxicology, 1:362 2-Bromotoluene, 1:369 Boron fuels, 1:352 4-Bromotoluene, 1:369 Boronic acids, 1:359 Bromotrifluoromethane, 1:369, 377, 383, 384 Boron nitride Bronner acid, 3:874 films of, on steel, glass etc., 1:360 see also 2-Aminonaphthalene-6-sulfonic acid Boron sulfide, 1:351 Bronopol, 3:960 1298 Brotizolam – Carbanions Index

Brotizolam, 3:1251 1-Butyl-3-methylimidazolium hexafluorophosphate Bucherer reaction, 3:879, 897 preparation, 2:747 amination of hydroxynaphthalenesulfonic acids, 3:901 tert-Butyl methyl ketone, 2:821 Bucindolol, 3:962 see also 3,3-Dimethyl-2-butanone Buflomedil, 3:940 2-tert-Butyl-4-methylphenol, 3:1054, 1056 Bunte salt, 3:870 2-tert-Butyl-5-methylphenol, 3:1054, 1056, 1059 Busan, 3:1205 4-tert-Butyl-2-methylphenol, 3:1054, 1056 Busan 30, 3:1205 4-tert-Butyl-3-methylphenol, 3:1054, 1056 Busan 110, 3:1205 5-tert-Butyl-3-methylphenol, 3:1054, 1057, 1059 Butanedioic acid, 2:585 6-tert-Butyl-2-methylphenol, 3:1054 see also Succinic acid 6-tert-Butyl-3-methylphenol, 3:1056 1,2-Butanediol 2-sec-Butyl-2-methyl-1,3-propanediol, 1:44 toxicology, 1:55 tert-Butyl peroxybenzoate, 1:303 1,3-Butanediol 2-sec-Butylphenol, 3:1053, 1054, 1057 toxicology, 1:55 3-tert-Butylphenol, 3:1054, 1058 1,4-Butanediol, 1:40 4-sec-Butylphenol, 3:1053 dehydrogenation to butyrolactone, 1:392 4-tert-Butylphenol, 3:1054, 1058 toxicology, 1:55 Butylphenols 2,3-Butanedione, 2:831 classification, 3:1060 see also Diacetyl tert-Butylphenols 1,4-Butanedisulfinic acid, 3:1153 toxicology, 3:1059 n-Butanoic acid, 2:436 sec-Butyl phenyl ether, 3:1053 see also n-Butyric acid tert-Butyl phenyl ether, 3:1053 Butasan, 2:615 3-(4-tert-Butylphenyl)-2-methylpropanal, 1:60, 63 Butazate, 2:615 see also Lilial Butene chlorohydrins, 2:507, 513 Butylphosphine, 3:1101 cis-Butenedioic acid, 2:595 tert-Butylphosphine, 3:1102 see also Maleic acid 5-tert-Butylsalicylic acid, 3:1058 trans-Butenedioic acid, 2:595 Butyl Tuads, 2:617 see also Fumaric acid Butyl Zimate, 2:615 1-Butene oxide Butyl Ziram, 2:615 toxicology, 2:642 Butyric acid 2:436, 441, 442, 3-Butenoic acid, 1:75 see also n-Butanoic acid 3-Buten-2-one, 2:827 byproduct of naphtha oxidation, 2:440 see also Methyl vinyl ketone g-Butyrolactam, 3:1137 toxicology, 2:834 see also 2–Pyrrolidone Butylamine, 1:115, 124 b-Butyrolactone, 2:811 N-Butyl-benzenesulfonamide, 1:254 g-Butyrolactone (BLO), 1:391, 2:705, 3:1138 Butyl benzoate, 1:301 toxicology, 2:713 4-tert-Butylbenzoic acid, 1:304 Butyronitrile, 3:937 tert-Butyl chloroacetate [107-59-5] see also Propyl cyanide chloroacetic acids from, 2:475 3: tert-Butylurea [1118-12-3], 1276 C Butyl carbamate, 1:400 Cabagin, 1:204 4-tert-Butylcatechol, 3:1071 Cacodylic acid, 1:228 Butyl chloroformate, 2:498 Cadinane, 3:1187 toxicology, 2:502 Cadmium fluoroborate, 1:351 n-Butyl cyanoacetate, 2:857 Cadmium pyridyldithiocarbamate, 2:605, 615 cis,trans-4-tert-Butylcyclohexanol, 3:1058 Cadre, 1:207 cis-2-tert-Butylcyclohexanol, 3:1057 Cafedrine, 3:1134 acetate, 3:1058 Caffeine, 3:1132 4-tert-Butylcyclohexanone, 3:1058 Calcium hydride, 2:680 4-tert-Butylcyclohexyl chloroformate Calixarenes cis:, 2:498 e.g., [117397-61-2], 3:1058 trans:, 2:498 Calmosensine, 1:205 6-tert-Butyl-2-cyclohexyl-4-methylphenol, 3:1065 Camphene, 3:1195 4-Butyl-2,6-di-tert-butylphenol, 3:1057 Camphene oxide, 3:1195 4-tert-Butyl-2,6-dimethylbenzenesulfonic acid, 1:259 Camphenilone, 3:1195 2-tert-Butyl-4,5-dimethylphenol, 3:1054 Campholene aldehyde, 2:639 4-tert-Butyl-2,5-dimethylphenol, 3:1054, 1057 Camphor, 3:1187 4-tert-Butyl-2,6-dimethylphenol, 3:1054, 1059 Cannizzaro disproportionation, 1:317 6-tert-Butyl-2,4-dimethylphenol, 3:1054, 1057 Capillary isotachophoresis, 1:212 2-sec-Butyl-4,6-dinitrophenol, 3:1006 Capric acid, 2:436 see also Dinoseb see also n-Decanoic acid 2-tert-Butyl-4,6-dinitrophenol, 3:1006 Caproic acid, 2:436 see also Dinoterb see also n-Hexanoic acid Butyl ethyl ketone, 2:825 Caprolactam see also 3-Heptanone from toluene via hexahydrobenzoic acid, 1:307 2-tert-Butyl-4-ethylphenol, 3:1059 Caprylic acid, 2:436 2-Butyl-2-ethyl-1,3-propanediol (BEPD), 1:43 see also n-Octanoic acid Butyl glycolate, 2:705, 710 Captopril, 3:1219 tert-Butyl hydroperoxide (TBHP) Caradate, 2:797 for epoxidation of olefins, 2:635 Carane, 3:1187 Butyl 4-hydroxybenzoate, 2:718 Carbaboranes, 1:356 2-(3-tert-Butyl-2-hydroxyphenyl-5-methyl)-2 H-5-chlorobenzotriazole, 3:1059 toxicology, 1:363 1-Butylimidazole Carbamates (salts), 1:399 toxicology, 2:729 Carbamates (urethanes), 1:399 n-Butyl isocyanate (n-BI), 2:782 Carbamic acids, 1:399 Butyllithium, 2:839 aminolysis of esters of, 3:1275 sec-Butyllithium, 2:841 Carbamoyl chlorides, 1:401 tert-Butyllithium, 2:842 toxicology, 1:404 1-Butyl-3-methylimdazolium tetrafluoroborate Carbanions thermal stability of ionic liquid, 2:744 deprotonation with sodium hydride, 2:678 Vol. 1 to 3 Carbaryl – Chloroethanoic acid Chloroacetic acid 1299

Carbaryl, 3:880 hemihydrate, 2:462 see also 1–Naphthyl–N–methylcarbamate toxicology, 2:469 Carbazochrome, 3:1071 Chloroacetaldehyde dimethyl acetal, 2:464 sodium sulfonate, 3:1071 Chloroacetaldehydeuses of, 2:464 Carboalumination reaction Chloroacetamide, 2:475, 480 of olefins, 1:94 Chloroacetic acid, 2:473 Carbocysteine, 1:203 toxicology, 2:486 Carbofuran, 1:403, 3:1071 Chloroacetic acid (chloroethanoic acid, monochloroacetic acid) [79-11-8], 2:473 Carbonic acids Chloroacetic acid esters, 2:479 aminolysis of esters of, 3:1275 2-Chloroacetoacetate, 2:810 Carbonic esters, 1:407 4-Chloroacetoacetate, 2:810 cyclic, 1:419 4-Chloroacetoacetyl chloride, 2:810 from oxalic esters, 1:415 Chloroacetonitrile, 3:938 toxicology, 1:419 see also Chloromethanenitrile transesterification, 1:417 Chloroacetyl chloride, 2:475, 479, 805 Carbonylation Chloroalanes, 2:689 of allyl alcohol, 1:75 Chloroamines, 2:491 5,50-[Carbonyl bis-(oxymethylene)]-bis[5-ethyl-1,3-dioxan-2-one], mono-, 2:491 1:409 4-Chloro-2-aminodiphenyl ether, 3:986 Carbonylhydrido-tris(triphenylphosphine)rhodium(I), 2:698 2-Chloroaniline, 3:982 Carbonyl iron powder, 2:774 3-Chloroaniline, 3:983 Carboxamides, 1:114 4-Chloroaniline, 3:983 Carboxylic acid anhydrides, 2:446 2-Chloroaniline-5-sulfonic acid, 3:1000 Carboxylic acids 4-Chloro-o-anisidine, 3:1004 aliphatic, 2:435 N-Chlorobenzenesulfonamide, 2:495 aromatic, 2:449 4-Chlorobenzenesulfonamide, 1:260 ketonization, 2:818 4-Chlorobenzenesulfonic acid, 1:260 reduction to alcohols with LiAlH4, 2:681 4-Chlorobenzenesulfonyl chloride, 1:260 N-Carboxymethylaminomethanephosphonic acid, 3:1115 2,20-Chlorobenzidine, 1:288 isopropylammonium salt, 3:1115 2-Chlorobenzoic acid, 1:304 S-Carboxymethyl-L-cysteine, 1:203 3-Chlorobenzoic acid, 1:305 Carboxythiazolidine-2-thione, 2:611 4-Chlorobenzoic acid, 1:305 Cardanol, 3:1041, 1067 2-Chlorobenzonitrile, 3:944 Cardura E, 2:445 see also 2-Chloro-1-cyanobenzene 3-Carene, 3:1193 4-Chlorobenzonitrile, 3:944 Carisoprodol, 1:43 see also 4-Chloro-1-cyanobenze L-Carnitine, 1:174 4-Chlorobenzyl-N,N-diethylcarbamoyl sulfoxide, 3:1176 Carticaine, 3:1250 (o-Chloro-benzylidene)malononitrile, 2:864 Carvacrol (5-isopropyl-2-methylphenol), 3:1041, 1050 4-Chlorobutanenitrile, 3:940 production, 3:1052 see also 4-Chlorobutyronitrile Caryophyllene, 3:1196 3-Chlorobutanoic acid, 2:447 Caryophyllene oxide 1-Chloro-2-butanol, 2:507 toxicology, 2:642 2-Chloro-1-butanol, 2:507 Castor oil 3-Chloro-1-butanol, 2:507 sebacic acid from, 2:587 3-Chloro-2-butanol, 2:507 Catalysis 4-Chloro-1-butanol, 2:507 ionic liquids for, 2:748 4-Chloro-2-butanol, 2:507 Catechol, 3:1068 4-Chlorobutyronitrile, 3:940 see also Pyrocatechol see also 4-Chlorobutanenitrile toxicology, 3:1071 Chlorocarboxylic acids, 2:447 Catiofast, 1:234 1-Chloro-2-chloromethyl-2-propanol, 2:507 Cefamandol, 3:1209 4-Chloro-N-[(4-chlorophenyl)sulfonyl] benzenesulfonamide, 1:260 Cefoxitin, 3:1247 p-Chloro-m-cresol (PCMC) CeKanoic acids, 2:440 see also 4–Chloro–3–methylphenol, 3:1086 Celanol, 3:1119 2-Chloro-1-cyanobenzene, 3:944 Cellulose acetate butyrate (CAB), 2:442 see also 2-Chlorobenzonitrile Cephaloridine, 3:1247 4-Chloro-1-cyanobenzene, 3:944 Cephalosporin see also 4-Chlorobenzonitrile as pharmaceuticals, 3:1229 1-Chloro-2-cyano-4-nitrobenzene, 3:944 Cephalothin, 3:1247 see also 2-Chloro-5-nitrobenzonitrile Cercobin M, 3:1265 1-Chloro-4-cyano-3-nitrobenzene, 3:944 Cesium hydride, 2:676 see also 4-Chloro-2-nitrobenzonitrile Cetiedil, 3:1249, 1250 2-Chloro-1-cyano-4-nitrobenzene, 3:944 Cetyl chloroformate, 2:498 see also 2-Chloro-4-nitrobenzonitrile toxicology, 2:501 4-Chloro-2-cyclopentylphenol, 3:1086 Charcoal toxicology, 3:1087 as catalyst in thiol production, 3:1223 5-Chloro-2-(2,4-dichloro)-phenoxyphenol, 3:1089 Chavicol, 3:1041 see also Triclosan see also 4–Allylphenol 4-Chloro-2,5-dimethoxyaniline, 3:1005 Cheihepar, 1:201 5-Chloro-2,4-dimethoxyaniline, 3:986 Chelating agents, 2:645 4-Chloro-2,5-dimethoxynitrobenzene, 3:1005 see also Complexing agents; Sequestering agents 3-Chloro-4,4-dimethyl-2-oxazolidinone, 2:494 Chemitite PZ, 1:235 4-Chloro-3,5-dimethylphenol Chiral compounds, 1:167 toxicology, 3:1087 Chloral 3-Chloro-2,2-dimethylpropanoic acid, 2:447 see also Trichloroacetaldehyde 1-Chloro-2,4-dinitrobenzene, 3:984 hydrate, 2:467 2-Chloro-1,3-dinitrobenzene, 3:992 Chloramine-B, 2:495 2-Chloro-3,5-dinitrobenzenesulfonic acid, 3:1001 Chloramine T, 2:492, 494 4-Chloro-3,5-dinitrobenzenesulfonic acid, 3:992, 1001 Chloroacetaldehyde, 2:461 4-Chloro-3,5-dinitrobenzotrifluoride, 3:988 diethyl acetal, 2:463 2-Chloroethanesulfinic acid, 3:1158 dimethyl acetal, 2:463 Chloroethanoic acid Chloroacetic acid (chloroethanoic acid, monochloroacetic general formula, 2:461 acid) [79-11-8], 2:473 1300 2-Chloro-1-ethanol – Cinnamic acid Index

2-Chloro-1-ethanol, 2:506 4-Chloro-2-nitrotoluene, 3:986 see also Ethylene chlorohydrin see also 2-Nitro-4-chloro-1-methylbenzene 2-Chloroethyl benzenesulfonate, 1:253 4-Chloro-3-nitrotoluene, 3:986 2-Chloroethyl chloroacetate, 2:463 Chloronitrotoluenes, 3:986 2-Chloroethylphosphonic acid toxicity, 3:987 sodium salt, 3:1115 6-Chloro-2-nitrotoluene-4-sulfonic acid, 3:1002 Chloroformic esters, 2:497 see also 3-Chloro-4-methyl-5-nitrobenzenesulfonic acid toxicology, 2:500 6-Chloro-4-nitrotoluene-2-sulfonic acid, 3:1002 N-Chloroglycolurils, 2:494 see also 3-Chloro-2-methyl-5-nitrobenzenesulfonic acid a-Chlorohydrin, 2:506 Chlorophene, 3:1086 toxicology, 2:515 see also 2–Benzyl–4–chlorophenol b-Chlorohydrin, 2:506 2-Chlorophenol Chlorohydrins, 2:505 catechol from, 3:1069 toxicology, 2:514 Chlorophenols, 2:520 3-Chloro-4-hydroxybenzenesulfonic acid, 1:269 see also Phenols, chlorinated 5-Chloro-2-hydroxybenzenesulfonic acid, 1:269 Chlorophenoxyalkanoic acids 5-Chloro-2-hydroxybiphenyl, 3:1087 environmental aspects, 2:525 see also Monochloro–o–phenylphenol toxicology, 2:523 toxicology, 3:1087 4-Chlorophenyl benzenesulfonate, 1:253 3-Chloro-4-hydroxy-5-nitrobenzenesulfonic acid, 1:269 3-Chlorophenyl isocyanate (m-CPI), 2:782 1-Chloro-3-hydroxypropane, 2:506 4-Chlorophenyl isocyanate (p-CPI), 2:782 5-Chloroindole, 2:737 Chloropicrin, 3:960 N-Chloroisocyanuric acids, 2:493 see also Trichloronitromethane toxicology, 2:495 Chloropivalic acid, 2:447 4-Chloro-6-isopropyl-3-methylphenol, 3:1087 2-Chloro-1,3-propanediol, 2:506 toxicology, 3:1087 3-Chloro-1,2-propanediol, 2:506 N-Chloro-N-metallocarbamidates, 2:492 3-Chloropropanenitrile, 3:939 Chloromethanenitrile, 3:938 see also 3-Chloropropionitrile see also Chloroacetonitrile 1-Chloro-2-propanol, 2:506 Chloromethanesulfinyl chloride, 3:1157 toxicology, 2:515 3-Chloro-4-methylbenzenesulfonamide, 1:267 2-Chloro-1-propanol, 2:506, 511 3-Chloro-4-methylbenzenesulfonic acid, 1:267 see also 2-Propylene chlorohydrin 4-(Chloromethyl)benzenesulfonic acid, 1:257 3-Chloro-1-propanol, 2:506 5-Chloro-2-methylbenzenesulfonic acid, 1:267 3-Chloropropene, 1:67 3-Chloro-4-methylbenzenesulfonyl chloride, 1:267 see Allyl chloride 4-(Chloromethyl)benzenesulfonyl chloride, 1:257 3-Chloropropionic acid, 2:447 1-Chloromethyl-4-nitrobenzene, 3:987 3-Chloropropionitrile, 3:939 see also 4-Nitrobenzyl chloride see also 3-Chloropropanenitrile 3-Chloro-2-methyl-5-nitrobenzenesulfonic acid, 3:1002 N-Chloro-2,3-pyridinedicarboximide, 2:492 see also 6-Chloro-4-nitrotoluene-2-sulfonic acid 1-Chloro-2,5-pyrrolidinedione, 2:494 3-Chloro-4-methyl-5-nitrobenzenesulfonic acid, 3:1002 N-Chlorosuccinimide, 2:492, 494 see also 6-Chloro-2-nitrotoluene-4-sulfonic acid toxicology, 2:495 4-Chloro-3-methylphenol N-Chlorosulfamic acid, 2:492 toxicology, 3:1086 6-Chloro-7-sulfamoyl-1,2,4-benzothiadiazine-1,1-dioxide, 1:272 2-Chloro-2-methyl-1-propanol, 2:507 Chlorosulfonation, 3:982 2-Chloro-1-methyl-1-pyrrolidinium chloride, 3:1139 5-(Chlorosulfonyl)-2-hydroxybenzoic acid, 1:269 2-chloromethylthiophene, 3:1249 Chlorosulfuric acid 2-Chloro-4-nitroaniline, 3:994 as sulfonating agent, 1:243 4-Chloro-2-nitroaniline, 3:994 as sulfonation agent, 1:243 2-Chloronitrobenzene (OCNB), 3:982 8-Chlorotheophylline, 3:1134 see also 2-Nitrochlorobenzene 5-Chlorothiadiazole, 2:463 3-Chloronitrobenzene, 3:982 2-Chlorotoluene, 1:242 see also 3-Nitrochlorobenzene 4-Chlorotoluene, 1:305 4-Chloronitrobenzene (PCNB), 3:983 2-Chloro-4-toluidine, 3:987 see also 4-Nitrochlorobenzene 4-Chloro-2-toluidine, 3:986 4-Chloro-2-nitrobenzenesulfonamide, 3:1000 6-Chloro-2-toluidine, 3:987 4-Chloro-3-nitrobenzenesulfonamide, 3:1001 3-Chloro-4-tolyl isocyanate (3-Cl-4-TI), 2:782 2-Chloro-5-nitrobenzenesulfonic acid, 3:999 (4-Chloro-o-tolyloxy)acetic acid (MCPA), 2:520 4-Chloro-2-nitrobenzenesulfonic acid, 3:1000 4-(4-Chloro-o-tolyloxy)butyric acid (MCPB), 2:520 4-Chloro-3-nitrobenzenesulfonic acid, 3:982, 1000 2-(4-Chloro-o-tolyloxy)propionic acid, 2:520 5-Chloro-2-nitrobenzenesulfonic acid, 3:1001 see also Mecoprop 6-Chloro-3-nitrobenzenesulfonic acid, 3:983 4-Chloro-2-trifluoromethylaniline, 3:988 2-Chloro-5-nitrobenzenesulfonyl chloride, 3:1000 4-Chloro-3-(trifluoromethyl)benzenesulfonyl chloride, 4-Chloro-2-nitrobenzenesulfonyl chloride, 3:1000 1:267 4-Chloro-3-nitrobenzenesulfonyl chloride, 3:1001, 1002 4-Chloro-1,3-xylene 4-Chloro-3-nitrobenzoic acid, 1:307 separation, from its isomers, 1:242 2-Chloro-4-nitrobenzonitrile, 3:944 4-Chloro-3,5-xylenol, 3:1087 see also 2-Chloro-1-cyano-4-nitrobenzene see also 4–Chloro–3,5–dimethylphenol 2-Chloro-5-nitrobenzonitrile, 3:944 Chlorphonium, 3:1106 see also 1-Chloro-2-cyano-4-nitrobenze Choldestal, 1:201 4-Chloro-2-nitrobenzonitrile, 3:944 Chromotropic acid, 3:896 see also 1-Chloro-4-cyano-3-nitrobenzene see also 1,8–Dihydroxynaphthalene–3,6–disulfonic acid 2-Chloro-5-nitrobenzotrifluoride, 3:988 1,8-Dihydroxynaphthalene-3,6-disulfonic acid, 3:874 4-Chloro-3-nitrobenzotrifluoride, 3:988 Cicatrex, 1:201, 202 4-Chloro-2-nitrodiphenyl ether, 3:986 Cimetidine 4-Chloro-2-nitro-1-methoxybenzene, 1:290 from methyl isothiocyanate, 3:1209 4-Chloro-2-nitrophenol, 3:1003 1,8-Cineole, 3:1192 N-(2-Chloro-4-nitrophenyl)-5-chlorosalicylanilide (niclosamid), Cinnamaldehyde, 1:60, 64, 2:530 3:994 see also 3-Phenyl-2-propenal 2-Chloro-4-nitrotoluene, 3:987 Cinnamic acid, 2:529 see also 4-Nitro-2-chloro-1-methylbenzene cis, 2:529 2-Chloro-6-nitrotoluene, 3:987 trans, 2:529 see also 2-Nitro-6-chloro-1-methylbenzene toxicology, 2:531 Vol. 1 to 3 Cinnamic acid esters – Cyclopentene 1301

Cinnamic acid esters, 2:531 Cyanoacetic acid, 2:475, 857 Cinnamoyl chloride, 2:529 toxicology, 2:864 Cinnamyl cinnamate, 2:530 1-Cyano-2,6-dichlorobenzene, 3:944 Circular dichroism (CD), 1:168 see also 2,6-Dichlorobenzonitrile cis-Cyclooctene [931-87-3], 2:566 1-Cyano-2,6-difluorobenzene, 3:944 Citraconic acid, 2:595 see also 2,6-Difluorobenzonitrile see also 2-Methyl-cis-butenedioic acid 4-Cyano-2,2-dimethylbutanal, 2:588 Citric acid, 2:705, 3:1020 2-Cyano-4,6-dinitroaniline, 3:994 Citrulline, 1:201 Cyanogen chloride D-Citrulline, 1:174 cyanuric chloride via, 2:555 L-Citrulline, 1:174 1-Cyano-4-hydroxybenzene, 3:945 Claisen condensation, 2:530, 3:1160 see also 4-Hydroxybenzonitrile retro-Claisen condensation, 3:1018 Cyanol, 3:914 Claisen rearrangement see also 8–Amino–2–naphthol of allyl aryl ethers, 3:1046 8-Amino-2-naphthol, 3:874 Claisen solution, 3:1039 Cyanomethylamine, 3:939 Cleanal, 1:203 see also Aminoacetonitrile Clenbuterol, 3:1008 Cyanomethylation 1,6-Cleve’s acid, 3:874 of ethylenediamine, 2:647 see also 1-Aminonaphthalene-6-sulfonic acid 2-Cyanomethylbenzothiazole, 3:944 1,7-Cleve’s acid, 3:874 see also Benzothiazolyl-2-acetonitrile see also 1-Aminonaphthalene-7-sulfonic acid 1-Cyanonaphthalene, 3:945 Climbazole, 2:728 see also 1-Naphthoic acid nitrile Clopidogrel, 3:1248 2-Cyanonaphthalene, 3:945 CLT acid, 1:273 see also 2-Naphthoic acid nitrile Coal 6-Cyano-b-naphthol, 3:945 bituminous, alkylphenols from, 3:1041 see also 6-Hydroxy-2-naphthoic acid nitrile Coating 2-Cyano-4-nitroaniline 3:944, 994, 1011, electroless deposition of metals by NaBH4, 2:687 see also 2-Amino-5-nitrobenzonitrile of Ti on ceramics from titanium hydride, 2:696 Cyanonitroanilines, 3:994 Cobalt fluoroborate, 1:351 Cyanuric acid [108-80-5], 2:543, 3:1273 Coco amine, 1:137 Cyanuric chloride, 2:543, 552 Copper dithiocarbamates, 2:605, 615 Cyclamenaldehyde, 1:60, 63 Copper fluoroborate, 1:351 see also 3-(4-Isopropylphenyl)-2-methylpropanal Corial H€arter AZ, 1:235 Cyclandelate, 2:721 Coronands, 2:533 Cycloalkyleneureas, 3:1275 Coronate, 2:797 Cycloalkylphenols, 3:1064 Corrosion inhibitors 1,3-Cyclobutanedione, 2:806 fatty amine salts, 1:141 Cyclodecanone, 2:827 Corroverlan, 1:201 Cyclododecane [294-62-2], 2:566 Corynebacterium glutamicum Cyclododecanone, 2:827 in tyrosine production, 1:189 1,5,9-Cyclododecatriene Cosmetics cis,cis,cis-[4736-48-5], 2:566 amino acids in, 1:205 cis,cis,trans-[2765-29-9], 2:566 Cosmonate, 2:797 cis,trans,trans-[706-31-0], 2:566 Cotane, 3:1081 trans,trans,trans-[676-22-1], 2:566 Cotton effect, 1:168 (Cyclododeca-1,5,9-triene)nickel, 3:929 Creatine, 1:174 Cyclododecatrienes, 2:565 Creatine [57-00-1], 2:665 Cyclododecene [1501-82-2], 2:565 p-Cresidine, 3:986 Cyclododecylamine, 1:129 Cresol Cycloheptanone, 2:826 isopropylphenols from, 3:1051 Cyclohexanecarboxylic acid, 1:307 Cresotic acids see also Hexahydrobenzoic acid m-, 2:719 Cyclohexanethiol, 3:1217 o-, 2:719 Cyclohexene oxide p-, 2:719 toxicology, 2:642 Crestor, 1:12 3-Cyclohexenylmethyl-30-cyclohexene carboxylate, 2:640 Crocein acid (Bayer acid), 3:874 D-Cyclohexylalanine, 1:174 see also 2-Hydroxynaphthalene-8-sulfonic acid Cyclohexylamine, 1:126 Crosslinker CX 100, 1:235 toxicology, 1:155 12-Crown-4, 2:535 Cyclohexyl chloroformate, 2:498 15-Crown-5, 2:535 Cyclohexyldimethylamine, 1:127 18-Crown-6, 2:535 see N,N-Dimethylcyclohexylamine 21-Crown-7, 2:535 Cyclohexyl isocyanate (c-HI), 2:782 Crown ethers, 2:533 2-Cyclohexyl-4-methylphenol, 3:1065 complexes, 2:536 2-Cyclohexyl-6-methylphenol, 3:1065 CR 39 polymer, 1:80 2-Cyclohexylphenol, 3:1065 Crystallization 4-Cyclohexylphenol, 3:1065 chloroacetic acid, 2:476 Cyclohexylphosphine, 3:1100 CS-gas, 2:864 3-Cyclohexylpropionic acid, 2:530 see (o–Chloro–benzylidene)malononitrile N-Cyclohexylpropylene-1,3-diamine, 1:146 p-Cumenol (4-isopropylphenol), 3:1041, 1050 see 1-Amino-3-cyclohexylaminopropane 4-Cumylphenol (4-(a,a-dimethylbenzyl)phenol), Cyclooctadiene, 2:566, 567 3:1066 1,5-Cyclooctadiene [111-78-4] Cuprimine, 1:205 1,5-Cyclooctadiene (COD) Cure-rite 1:18, 2:616, 617 Ni(COD)2, 3:930, 2:566 Cyanex, 3:1108, 1111 Cyclooctanone, 2:827 Cyanex 272, 3:1102, 1111 Cyclooctylamine, 1:129 Cyanoacetaldehyde, 3:940 Cyclopentadiene, 2:569 see also 3,3-Dimethoxypropanenitrile toxicology, 2:577 Cyanoacetamide, 2:857 Cyclopentanone, 2:826 Cyanoacetates, 2:857 toxicology, 2:834 synthetic routes, 2:852 Cyclopentene, 2:569, 574 1302 Cyclopentylamine – o-Dianisidine Index

toxicology, 2:578 (CH3O)2P(S)SH, 3:1121 Cyclopentylamine, 1:126 1,3-Dialkylimidazolium alkyl sulfate 2-Cyclopentylphenol, 3:1065 preparation, 2:746 4-Cyclopentylphenol, 3:1065 Dialkylmagnesium compounds, 2:680 Cyclotetradecanone, 2:827 Dialkyl phosphates, 3:1119 Cycosin, 3:1210, 1265 Dialkyl phosphonates Cypure, 3:1102 (CH2C(C2H5)H(CH2)3CH3O)2P(O)H, 3:1113 L-Cysteine, 1:167, 171, 201, 3:1222 (C2H5O)2P(O)H, 3:1113 as drug, 1:201 (CH3O)2P(O)H, 3:1113 hydrochloride, 1:201 (C4H9O)2P(O)H, 3:1113 hydrochloride monohydrate, 1:201 (C12H25O)2P(O)H, 3:1113 Cysteine as flavor enhancer, 1:194 Diallyl adipate, 1:78 Cystin ‘‘Brunner’’, 1:201 Diallylamine, 1:82, 85, 115 Diallyl carbonate, 1:408 1: D Diallyl ether, 75 toxicology, 1:84 2,4-D, 2:519 Diallyl fumarate, 1:78 see also (2,4-Dichlorophenoxy)acetic acid copolymers of, 1:81 tolerances for residues, 2:525 Diallyl isophthalate, 1:78 toxicology, 2:523 polymers of, 1:80 dd Acid, 3:874 Diallyl maleate see also 1-Hydroxynaphthalene-4, 8-disulfonic acid copolymers of, 1:81 Dactin, 2:494 toxicology, 1:84 Dahl’s Acid II, 3:874, 6-disulfonic acid Diallyl phthalate, 1:78, 79 see also 1-Aminonaphthalene-4 polymers and copolymers of, 1:80 Dahl’s Acid III, 3:874, 7-disulfonic acid toxicology, 1:84 see also 1-Aminonaphthalene-4 Diallyl sebacate, 1:78, 79 Dakin oxidation, 3:1073 Diallyl succinate, 1:78 Dalapon, 2:447 2,4-Diaminoacetanilide, 3:992 Dapral, 3:1119 2,4-Diaminoanisole, 3:1005 Dapsone, 3:983 0 2,5-Diamino-1,4-benzenedisulfonic acid, 1:264 see also 4,4 -Diaminodiphenyl sulfone 4,6-Diamino-1,3-benzenedisulfonic acid, 1:264 Darzens glycidic ester synthesis, 1:61 2,4-Diaminobenzenesulfonic acid, 1:264, 3:997 Darzens reaction, 2:636 2,5-Diaminobenzenesulfonic acid, 3:999 Dazomet, 2:619 4,40-Diaminobiphenyl-2,20-dicarboxylic acid, 1:290 2,4-DB, 2:521 4,40-Diaminobiphenyl-3,30-dicarboxylic acid, 1:290 DCC-Na 4,40-Diaminobiphenyl-2,20-disulfonic acid, 1:290 toxicology, 2:495 4,40-Diaminobiphenyl-3,30-disulfonic acid, 1:291 DDQ [84-58-2], 1:311 1,3-Diaminobutane, 1:147 Dealkylation 1,4-Diaminobutane, 1:147 of tertiary amines, 1:117 2,3-Diamino-2-butenedinitrile, 3:940 Decaborane, 1:353 see also Diaminomaleonitrile toxicology, 1:362 1,10-Diaminodecane, 1:147 Decabromobiphenyl oxide, 1:379 3,7-Diaminodibenzothiophene-5,5-dioxide, 1:291 toxicology, 1:385 4,40-Diaminodicyclohexylmethane, 1:129 (3S,4aS,8aS)-Decahydroisoquinolinecarboxylic acid, 1:174 toxicology, 1:155 Decanedioic acid, 2:585 4,40-Diamino-5,5-dimethylbiphenyl-2,20-disulfonic acid, 1:291 see also Sebacic acid 4,40-Diaminodiphenylamine-2-sulfonic acid, 3:1000 1,10-Decanediol, 1:46 4,40-Diaminodiphenyl sulfone, 3:983 Decanoic acid, 2:436, 445 see also Dapsone see also Capric acid 1,12-Diaminododecane, 1:147 Decylamine, 1:115, 137 1,2-Diaminoethane, 1:143 1-Decylimidazole see also Ethylenediamine toxicology, 2:729 Diaminomaleonitrile (DAMN), 3:940 Dehydroacetic acid, 2:810 see also 2,3-Diamino-2-butenedinitrile Delgesic, 1:202 1,5-Diaminonaphthalene, 3:899 Deltamin, 3:900 see also Alphamin; 1, 5–Naphthalenediamine see also 1,8–Diaminonaphthalene; 1, 8–Naphthalenediamine 1,8-Diaminonaphthalene, 3:900 Depen, 1:205 see also 1,8–Naphthalenediamine; Deltamin Depsides, 2:715 3,8-Diaminonaphthalene-1,5-disulfonic acid, 3:912 Depsidone, 2:715 see also Amino C acid Dequest, 3:1115 4,8-Diaminonaphthalene-2,6-disulfonic acid, 3:912 Dequest 2010/2016, 3:1115 1,3-Diaminonaphthalene-8-sulfonic acid, 3:907 Dermatol, 2:721 1,4-Diaminonaphthalene-2-sulfonic acid, 3:912 Designer solvents, 2:742 4,5-Diaminonaphthalene-1-sulfonic acid, 3:912 Desmodur, 2:797 4,5-Diaminonaphthalene-2,7-sulfonic acid, 3:913 Desulfonation see also Alen acid of benzenesulfonic acids, 1:241 5,6-Diaminonaphthalene-1-sulfonic acid, 3:912 Devrinol, 3:880 6,8-Diaminonaphthalene-1-sulfonic acid, 3:912 Dexsil, 1:356 3,4-Diaminonitrobenzene, 3:992 Dexsil 300 GC, 1:357 1,8-Diaminooctane, 1:147 Diacetonitrile, 3:940 1,5-Diaminopentane, 1:147 see also 3-Amino-3-methylacrylonitrile 1,2-Diaminopropane, 1:145 Diacetyl, 2:831 1,3-Diaminopropane, 1:145 see also 2,3-Butanedione 0 L-2,3-Diaminopropionic acid, 1:174 N,N -Diacetylbenzidine, 1:286 0 0 0 0 4,4 -Diaminostilbene-2,2 -disulfonic acid (DAS), 3:998 N,N -Diacetyl-3,3 -dichlorobenzidine, 1:288 2,4-Diaminotoluene, 3:976, 977 Dialkyl alkyl phosphonates, 3:1116 2,6-Diaminotoluene-4-sulfonic acid, 3:999 O,O-Dialkyl dithiophosphates 3,5-Diamino-2,4,6-trimethylbenzenesulfonic acid, 3:980 (CH CH(C H )(CH ) CH O) P(S)SH, 3:1121 2 2 5 2 3 3 2 6,8-Dianilinonaphthalene-1-sulfonic acid, 3:907, 912 (CH CH(CH ) O) P(S)SH, 3:1121 2 3 2 2 see also Diphenyl epsilon acid (CH(CH )C H O) P(S)SH, 3:1121 3 2 5 2 o-Dianisidine, 1:289, 3:1003 (CH(CH ) O) P(S)SH, 3:1121 3 2 2 dihydrochloride, 1:289 (C2H5O)2P(S)SH, 3:1121 Vol. 1 to 3 Diaryl phosphonates – Dichloro-m-xylenol (DCMX) 1303

safety precautions, 1:284 Dichloroacetaldehyde, 2:466 toxicology, 1:293 monohydrate, 2:466 Diaryl phosphonates toxicology, 2:470 (C6H5O)2P(O)H, 3:1113 Dichloroacetic acid, 2:480 Diaza-15-crown-5, 2:535 toxicology, 2:487 Diaza-18-crown-6, 2:535 2,4-Dichloroacetoacetates, 2:810 Diaza-21-crown-7, 2:535 2,4-Dichloroacetoacetyl chloride, 2:810 Diazo-1,2,4-acid, 3:916 Dichloroacetyl chloride, 2:481 Diazo compounds Dichloroamine, 2:492 conversion to sulfonic acids, 1:245 Dichloroamine-B, 2:495 3-Diazo-3,4-dihydro-4-oxonaphthalene-1-sulfonic acid, 3:918 2,5-Dichloroaniline, 3:985 Dibenzenesulfonylamines, 1:250 2,5-Dichloroaniline-4-sulfonic acid, 3:985 Dibenzo-18-crown-6, 2:535 1,3-Dichlorobenzene Dibenzo-24-crown-8, 2:535 separation from its isomers, 1:242 Dibenzo-18-crown-6-polyether, 3:1069 N-Dichlorobenzenesulfonamide, 2:495 Dibenzo [d,f]-[1,3] dioxepin-6-one, 1:409 3,4-Dichlorobenzenesulfonamide, 1:261 Dibenzopyridino-18-crown-6, 2:535 2,5-Dichlorobenzenesulfonic acid, 1:260 Dibenzyl ether, 1:322 3,4-Dichlorobenzenesulfonic acid, 1:260 byproduct of benzyl chloride hydrolysis, 1:319 2,5-Dichlorobenzenesulfonyl chloride, 1:260 Diborane, 1:352, 2:685 3,4-Dichlorobenzenesulfonyl chloride, 1:261 toxicology, 1:362 3,30-Dichlorobenzidine, 1:288, 3:982 Dibromoacetic acid, 1:375 dihydrochloride, 1:288 1,2-Dibromobenzene, 1:369 safety precautions, 1:283 1,3-Dibromobenzene, 1:369 toxicology, 1:292 1,4-Dibromobenzene, 1:369 2,4-Dichlorobenzoic acid, 1:305 4,40-Dibromo-1,10-biphenyl, 1:369 2,5-Dichlorobenzoic acid, 1:305 trans-1,4-Dibromo-2-butene, 1:369 2,6-Dichlorobenzonitrile, 3:944 1,2-Dibromo-3-chloropropane (DBCP), 1:372 see also 1-Cyano-2, 6-dichlorobenzene 1,2-Dibromoethane (EDB), 1:369, 371 N,N-Dichlorocarbamates, 2:492 see also Ethylene dibromide Dichlorocarbene, 2:484 toxicology, 1:382 Dichlorodianisidine, 1:290 cis-1,2-Dibromoethene, 1:369 1,3-Dichloro-5,5-dimethylhydantoin, 2:491, 494 1,1-Dibromoethene, 1:369 toxicology, 2:495 1-Dibromoethyl-3,4-dibromocyclohexane, 1:379 2,4-Dichloro-3,5-dimethylphenol, 3:1088 Dibromomalononitrile, 2:860 see also Dichloro–m–xylenol Dibromomethane, 1:369, 376 toxicology, 3:1088 see also Methylene bromide 6,60-Dichloro-4,40-dinitro-2,20-stilbene disulfonic acid, 3:1002 toxicology, 1:384 4,40-Dichloro-1,1-diphenyl-2,2-dichloroethane, 2:466 1-(Dibromomethyl)-3-phenoxybenzene, 1:374 1,10-(2,2-Dichloroethylidene)bis(4-chlorobenzene) (DDD), 2:466 Dibromoneopentyl glycol, 1:379 Dichlorohydrins, 2:506 2,3-Dibromo-3-phenylpropionic acid, 2:530 3,5-Dichloro-2-hydroxybenzenesulfonamide, 1:270 1,2-Dibromopropane, 1:369 3,5-Dichloro-2-hydroxybenzenesulfonic acid, 1:269 1,3-Dibromopropane, 1:369 2,4-Dichloro-6-isocyanodichloro-5-triazine, 2:555 2,3-Dibromo-1-propene, 1:369 3,5-Dichloro-4-methylbenzenesulfonic acid, 1:267 5,40-Dibromosalicylanilide (DBS), 3:1091 3,5-Dichloro-4-methylbenzenesulfonyl chloride, 1:267 see also Disanyl 1,2-Dichloro-2-methyl-3-propanol, 2:507 3,5-Dibromosalicylic acid, 1:369 2,6-Dichloro-4-nitroaniline, 3:991, 994 Di-n-butene 1,2-Dichloro-3-nitrobenzene, 3:985 as alkylating agent for phenols, 3:1062 see also 3-Nitro-1, 2-dichlorobenzene Dibutylamine, 1:115 1,2-Dichloro-4-nitrobenzene (DCNB), 3:985 Di-tert-butylberyllium diethyl etherate, 2:679 1,3-Dichloro-4-nitrobenzene, 3:985, 2,6-Di-tert-butyl-4-dimethylaminomethylphenol, 3:1057 1,4-Dichloro-2-nitrobenzene, 3:985, Dibutyldithiocarbamic acid see also 2-Nitro-1, 4-dichlorobenzene metal salts, 2:605 3,4-Dichloronitrobenzene, 3:983 2,6-Di-tert-butyl-4-ethylphenol, 3:1057 2,4-Dichloro-6-nitrophenol, 3:1003 3,5-Di-tert-butyl-4-hydroxybenzoic acid, 3:1058 2,6-Dichloro-4-nitrotoluene, 3:987 3,5-Di-tert-butyl-4-hydroxybenzyl alcohol, 3:1058 Dichlorophene, 3:1089 3,5-Di-tert-butyl-4-hydroxybenzyl chloride, 3:1058 see also 2,20–Methylenebis(4–chlorophenol) Dibutylketene, 2:812 toxicology, 3:1089 Di-tert-butylketene, 2:812 2,6-Dichlorophenol, 1:242 2,6-Di-tert-butyl-4-methoxyphenol, 3:1059 (2,4-Dichlorophenoxy)acetic acid, 2:520 2,6-Di-tert-butyl-4-methylphenol (BHT), 3:1054, 1057, 1059 see also 2,4-D 4,6-Di-tert-butyl-2-methylphenol, 3:1054, 1056 4-(2,4-Dichlorophenoxy)butyric acid, 2:520 4,6-Di-tert-butyl-3-methylphenol, 3:1054 2-(2,4-Dichlorophenoxy)propionic acid, 2:520 2,4-Di-tert-butylphenol, 3:1053, 1054 2,4-Dichlorophenyl benzenesulfonate, 1:253 triphosphite, 3:1058 2,4-Dichlorophenyl isocyanate (2,4-DCPI), 2:782 2,6-Di-tert-butylphenol, 3:1054, 1055, 1058 3,4-Dichlorophenyl isocyanate (3,4-DCPI), 2:782 3,5-Di-tert-butylphenol, 3:1054, 1055 3,5-Dichlorophenyl isocyanate (3,5-DCPI), 2:782 Dibutylphosphine [1732-72-5], 3:1101 1,2-Dichloropropane Dibutyltin bis(isooctylmaleate), 3:1271 allyl chloride from, 1:71 Dibutyltin bis(thioacetic acid isooctyl ester), 3:1271 1,3-Dichloro-2-propanol (DCH 1), 2:506, 512 Dibutyltin chloride, 3:1271 toxicology, 2:516 Dibutyltin dilaurate (DBTL), 3:1271 2,3-Dichloro-1-propanol (DCH 2), 2:507, 512, 513 Dibutyltin maleate, 3:1271 toxicology, 2:516 Dibutyltin oxide, 3:1271 2,2-Dichloropropionic acid, 2:447 Di-tert-butyl tricarbonate 5,20-Dichlorosalicylanilide, 3:1091 in isocyanate production, 2:792 N,N-Dichlorosulfamic acid, 2:492 1,2-Dicarba-closo-dodecaborane, 1:356 2,5-Dichlorothiophenol, 3:1223 Dicarbamic acids Dichlorotoluenes, 1:242 derivatives used in agriculture, 2:618 2,6-Dichloro-p-toluidine, 3:987 Dicarboxylic acids, aliphatic, 2:583 2,4-Dichloro-a,a,a-trifluorotoluene, 1:267 C19 dicarboxylic acids, 2:593 Dichloro-m-xylenol (DCMX), 3:1088 Dichloramine T, 2:492 see also 2,4–Dichloro–3,5–dimethylphenol 1304 Dichlorprop – Diisopropylamine (DIPA) Index

Dichlorprop, 2:520 Diethyl (ethoxymethylene)malonate, 2:853 Dicresyl dithiophosphate, 3:1121 Diethyl methylmalonate, 2:852 2,4-Dicyano-1-butene, 3:938 Diethyl oxalate, 3:1021 see also 2-Methyleneglutaronitrile 2,4-Diethyl-1,5-pentane (DEPD), DEPD, 1:50 Dicyanoethane, 3:938 N,N-Diethyl-1,4-pentanediamine, 1:148 see also Succinonitrile see 1-Diethylamino-4-aminopentane 1,4-Dicyanonaphthalene, 3:945 2,4-Diethylphenol, 3:1048 see also Naphthalene-1, 4-dicarboxylic acid dinitrile 2,6-Diethylphenol, 3:1048, 1049 2,6-Dicyanonaphthalene, 3:945 3,5-Diethylphenol, 3:1048 see also Naphthalene-2, 6-dicarboxylic acid dinitrile Diethylphosphine [627-49-6], 3:1101 2,6-Dicyano-4-nitroaniline, 3:994 N,N-Diethyl-1,3-propanediamine, 1:146 Dicyclohexano-18-crown-6, 2:535 see 1-Amino-3-diethylaminopropane Dicyclohexano-24-crown-8, 2:535 Diethylxanthic anhydride, 2:500 Dicyclohexylamine, 1:128 Diethylxanthogen formate, 2:500 N,N -Dicyclohexyl-2-benzo-1,3-thiazolesulfinic acid amide, 3:1160 Diets, elemental, 1:200 4,8-Dicyclohexyl-2,10-dimethyl-12H-dibenzo [d,g] [1,3] Difasol technology, 2:752 dioxocin-6-one, 1:409 2,6-Difluorobenzonitrile, 3:944 Dicyclohexylphosphine [829-84-5], 3:1101 see also 1-Cyano-2, 6-difluorobenzene Dicyclopentadiene, 2:569 Difluorobromochloromethane, 1:369, 377 cyclopentene from, 2:576 Difluorobromomethane toxicology, 2:578 toxicology, 1:384 Dicyclopentadienylzirconium hydride chloride, 2:698 m-Digallic acid, 2:715 2,6-Dicyclopentyl-4-methylphenol, 3:1065 Diglycol terephthalate, 2:452 Didodeylamine, 1:137 Di-Grignard reagents, 2:847 Dieckmann reaction, 2:586 Di-Halo, 2:494 Diepoxides, 2:640 1,1-Dihalo nitro compounds toxicology, 2:642 from aliphatic nitro compounds, 3:957 1,3-Diepoxybutane Dihydrocinnamaldehyde, 1:60, 62 toxicology, 2:642 see also 3-Phenylpropanal 1,6-Diepoxyhexane Dihydrocinnamoyl chloride toxicology, 2:642 aldehydes from, 1:62 1,7-Diepoxyoctane 2,5-Dihydrofuran toxicology, 2:642 ionic liquids in production of, 2:750 Dietetic products 2,3-Dihydro-1H-indene-5-sulfonamide, 1:259 amino acids in, 1:194 2,3-Dihydro-1H-indene-5-sulfonic acid, 1:259 Diethatyl, 1:208 2,3-Dihydro-1H-indene-5-sulfonyl chloride, 1:259 2,5-Diethoxyaniline, 3:1006 2,3-Dihydroindole, 2:736 O,O-Diethoxylthiophosphoryl chloride, 3:1120 1,2-Dihydro-7-methylcyclopenta[cd]phenalen-5-one, 2:458 2,5-Diethoxynitrobenzene, 3:1005 4,5-Dihydroxy-1,3-benzenedisulfonic acid, 1:266 see also 2-Nitrohydroquinone diethyl ether 2,4-Dihydroxybenzenesulfonic acid, 1:266 Diethoxyphenylphosphine 3,4-Dihydroxybenzenesulfonic acid, 1:266 synthesis, 2:750 Dihydroxybenzoic acids, Diethylaluminum bromide, 1:93 3,4-, 2:719 Diethylaluminum chloride (DEAC), 1:93 2,3-, 2:719 in catalysts, 1:101 2,4-, 2:719 production, 1:98 2,5-, 2:719 Diethylaluminum cyanide, 1:94 2,6-, 2:719 Diethylaluminum dimethylamide, 1:94 3,5-, 2:719 Diethylaluminum ethoxide, 1:94 2,20-Dihydroxybiphenyl, 3:1080 Diethylaluminum fluoride, 1:93, 100 4,40-Dihydroxybiphenyl, 3:1080 Diethylaluminum hydride, 1:93 4,40-Dihydroxydiphenyl, 3:1058 Diethylaluminum iodide, 1:93, 100 2,5-Dihydroxy-1,4-dithiane, 2:464 Diethylaluminum thioethoxide, 1:94 4,5-Dihydroxy-2-imidazolidinone, 2:653 Diethylamine, 1:115 1,5-Dihydroxynaphthalene, 3:883 toxicology, 1:154 see also 1,5–Naphthalenediol; Azurol Diethylamine borane, 1:355 1,8-Dihydroxynaphthalene-3,6-disulfonic acid, 3:874, 896 1-Diethylamino-4-aminopentane, 1:148 see also Chromotropic acid 2-(Diethylamino)ethylamine, 1:148 3,5-Dihydroxynaphthalene-2,7-disulfonic acid, 3:874 Diethylcarbamoyl chloride see also A Acid toxicology, 1:404 3,6-Dihydroxynaphthalene-2,7-disulfonic acid, 3:896 Diethyl carbonate, 1:408 3,5-Dihydroxynaphthalene-2,7-sulfonic acid, 3:896 N,N-Diethyl-2-chlorethylamine, 1:115 4,5-Dihydroxynaphthalene-1-sulfonic acid, 3:895 4,40-Diethyl-1,1-diphenyl-2,2-dichloroethane, 2:466 see also Dioxy Chicago acid Diethyldithiocarbamic acid 4,6-Dihydroxynaphthalene-2-sulfonic acid, 3:895 metal salts, 2:605 see also Dioxy G acid Diethyldithiocarbamic acid esters, 2:607 4,7-Dihydroxynaphthalene-2-sulfonic acid, 3:896 Diethylene glycol bis(allyl carbonate), 1:78, 408 see also Dioxy J acid polymers and copolymers of, 1:80 6,7-Dihydroxynaphthalene-2-sulfonic acid, 3:896 Diethylene glycol bischloroformate, 2:498 see also Dioxy R acid Diethylene glycol dibenzoate, 1:302 3,5-Dihydroxy-2-naphthoic acid, 3:886 Diethylenetriamine (DETA), 1:148 L-3,4-Dihydroxyphenylalanine (L-DOPA), 1:174, 203 toxicology, 1:156 Diisobutylaluminum chloride, 1:93 Diethylenetriaminepentaacetic acid (DTPA), 2:646 Diisobutylaluminum hydride Diethylenetriaminepentakis(methylenephosphonic acid), 3:1115 Diisobutylaluminum hydride (DIBAH), 1:93, 96, 2:689 Diethylenetriurea, 3:1276 by slow thermolysis of TIBA, 1:99 Diethyl ethoxycarbonylmethylphosphonate, 3:1116 Diisobutylamine, 1:115 N,N-Diethylethylenediamine, 1:148 Diisobutyl ketone (DIBK), 2:824 see 2-(Diethylamino)ethylamine see also 2,6-Dimethyl-4-heptanone Diethylketene, 2:812 Diisobutylphosphine, 3:1100 Diethyl ketone (DEK), 2:823 1,4-Diisocyanatocyclohexane (trans-CHDI), 2:786 see also 3-Pentanone 1,6-Diisocyanato-2,2,4-trimethyl-hexane (TMDI), 2:786 2,3,6-trimethylphenol from, 3:1047 1,6-Diisocyanato-2,4,4-trimethyl-hexane, 2:786 Diethyl malonate, 2:852 Diisopropylamine (DIPA), 1:115 Vol. 1 to 3 Diisopropyl ketone (DIPK) – 2,4-Dinitrophenylhydrazine 1305

Diisopropyl ketone (DIPK), 2:824 toxicology, 2:834 see also 2,4-Dimethyl-3-pentanone 3,4-Dimethyl-2-hexanone, 2:825 Diisopropyl malonate, 2:852 2,5-Dimethyl-3-hexyne-2,5-diol, 1:46 2,4-Diisopropylphenol, 3:1050 Dimethyl 3-hydroxymethylamino-3-oxopropanephosphonate, 3:1116 2,6-Diisopropylphenol, 3:1050 1,2-Dimethylimidazole production, 3:1051 toxicology, 2:729 3,5-Diisopropylphenol, 3:1050 N,N-Dimethylisopropylamine, 1:125 2,6-Diisopropylphenyl isocyanate (DIPPI), 2:783 Dimethylketene, 2:811, 812 Diketene, 2:806 Dimethyl malonate, 2:852 ketene from, 2:804 Dimethyl malonoimidate dihydrochloride, 2:861 polymers from, 2:808 2,4-Dimethyl-6-(1-methylcyclohexyl)phenol, 3:1065 for production of acetoacetic esters and amides, 3:1018 Dimethyl methyl-malonate, 2:855 toxicology, 2:813 1,2-Dimethyl-3-nitrobenzene, 3:978 Diketene–acetone adduct, 2:808, 810 1,2-Dimethyl-4-nitrobenzene, 3:978 2,5-Diketopiperazines, 1:170 1,3-Dimethyl-2-nitrobenzene, 3:978 Dilthiazem, 1:13 1,3-Dimethyl-4-nitrobenzene, 3:978 Dimedone, 2:853 1,4-Dimethyl-2-nitrobenzene, 3:978 Dimenhydrinate, 3:1134 1,2-Dimethyl-5-nitroimidazole, 2:726 Dimer acids, 2:596 toxicology, 2:731 2,3-Dimercaptopropane-1-sulfonic acid, 3:1215 2,6-Dimethyloctane, 3:1187 2,3-Dimercapto-1-propanol, 3:1215 1,4-Dimethylolcyclohexane, 1:47 Dimercaptosuccinic acid, 3:1215 see also 1,4-Bis(hydroxymethyl)cyclohexane; 1, 4-Cyclohexanedimethanol Dimethamid-P, 3:1252 2,2-Dimethylpentanedioic acid, 2:585 2,5-Dimethoxyaniline, 3:1005 see also 2,2-Dimethylglutaric acid 2,20-Dimethoxyhydrazobenzene, 1:289 2,4-Dimethyl-3-pentanone, 2:824 O,O-Dimethoxylthiophosphoryl chloride, 3:1120 see also Diisopropyl ketone 2,5-Dimethoxynitrobenzene, 3:1005 Dimethylphosphine [676-59-5], 3:1101 see also 2-Nitrohydroquinone dimethyl ether N,N0-Dimethylpiperazine, 1:134 3,3-Dimethoxypropanenitrile, 3:940 1,4-Dimethylpiperazine see also Cyanoacetaldehyde see N, 1:134, N0-Dimethylpiperazine Dimethylacrylic acid, 2:436 2,2-Dimethyl-1,3-propanediol see also Dimethylpropenoic acid see also Neopentyl glycol, 1:40 from acetone and ketene, 2:440 2,2-Dimethylpropanoic acid, 2:436 Dimethylaluminum chloride, 1:93 see also Pivalic acid Dimethylamine borane, 1:355 2,2-Dimethyl-1-propanol N,N-Dimethyl-3-aminobenzoic acid, 1:306 see also Neopentyl alcohol, 3:1024 3-(Dimethylaminomethyl)indole, 2:736 2,2-Dimethylpropenoic acid, 2:436 5-Dimethylamino-1-naphthalenesulfonyl chloride (dansyl chloride), 3:902 see also Dimethylacrylic acid 3-Dimethylamino-1-propylamine, 1:146 1,2-Dimethyl-3-propylimidazolium bis(trifluorosulfonyl)imide see 1-Amino-3-dimethylaminopropane thermal stability of ionic liquid, 2:744 toxicology, 1:156 Dimethyl sulfide, 3:1220 3-(dimethylamino)-1-(2-thienyl)-1-propanone, 3:1247 as (CH3)2SBH3, 3:1222 2,4-Dimethylaniline, 3:978 Dimethyl sulfoxide (DMSO), 3:1180 see also 2,4-Xylidine toxicology, 3:1181 2,5-Dimethylaniline, 3:978 Dimethyl terephthalate (DMT) 2,6-Dimethylaniline, 3:978 4-aminobenzoic acid from, 1:306 see also 2,6-Xylidine reduction to 1,4-bis(hydroxymethyl)cyclohexane, 1:47 3,4-Dimethylaniline, 3:978 from p-xylene, 2:454 see also 3,4-Xylidine 3,5-Dimethyltetrahydro-2H-1,3,5-thiadiazine-2-thione, 2:612 Dimethylarsinic acid, 1:228 Dimethyltin dichloride, 3:1271 2,4-Dimethylbenzenesulfonamide, 1:258 Dimetilan, 1:403 2,5-Dimethylbenzenesulfonamide, 1:258 Dimetridazole, 2:728 2,4-Dimethylbenzenesulfonic acid, 1:258 toxicology, 2:731 2,5-Dimethylbenzenesulfonic acid, 1:258 Dimorpholylthiuram tetrasulfide, 2:606 Dimethylbenzenesulfonic acids, 1:255 2,4-Dinitroaniline (2,4 DNA), 3:991 2,4-Dimethylbenzenesulfonyl chloride, 1:258 2,6-Dinitroaniline (2,6 DNA), 3:992 2,5-Dimethylbenzenesulfonyl chloride, 1:258 2,4-Dinitroanisole, 3:1005 3,30-Dimethylbiphenyl-4,40-diyl diisocyanate (TODI), 2:784 see also 1-Methoxy-2, 4-dinitrobenzene 2,3-Dimethyl-2,3-butanediol, 1:49 1,3-Dinitrobenzene, 3:972 see also Pinacol toxicity, 3:973 3,3-Dimethyl-2-butanone, 2:821 1,3-Dinitro-4-benzenesulfonic acid, 1:246 see also tert-Butyl methyl ketone 2,4-Dinitrobenzenesulfonic acid, 3:997 2,3-Dimethyl-2-butene, 2:821 sodium salt, 3:997 Dimethylcarbamoyl chloride 2,4-Dinitrobenzenesulfonyl chloride, 3:997 toxicology, 1:404 2,4-Dinitrobenzoic acid, 3:977 Dimethyl carbonate, 1:408 2,4-Dinitrochlorobenzene (DNCB), 3:983, 984 N,N-Dimethyl-2-chloroethylamine, 1:115 see also 1-Chloro-2, 4-dinitrobenzene N,N-Dimethylcyclohexylamine, 1:127 2,6-Dinitro-p-cresol, 3:1008 5,5-Dimethyl-1,3-dioxan-2-one, 1:409 see also 4-Hydroxy-1-methyl-3, 5-dinitrobenzene Dimethyldiphenylthiuram tetrasulfide, 2:606 4,6-Dinitro-o-cresol (DNOC), 3:1006 Dimethyldithiocarbamic acid see also 2-Hydroxy-1-methyl-3, 5-dinitrobenzene metal salts, 2:605 4,40-Dinitrodibenzyl-2,20-disulfonic acid, 3:998 Dimethyldithiocarbamic acid 3-chloro-2-butenyl ester, 2:608 2,20-Dinitrodiphenyl disulfide, 3:982, 995 Dimethyldithiocarbamic acid esters, 2:608 4,40-Dinitrodiphenyl disulfide, 3:997 O,O-Dimethyl dithiophosphate, 3:1121 3,30-Dinitrodiphenylsulfone, 3:996 N,N-Dimethylethylamine, 1:125 2,4-Dinitrofluorobenzene, 3:987 N,N-Dimethylethylamine, 1:115 3,5-Dinitro-4-methylbenzenesulfonic acid, 3:999 1,1-Dimethylethylamine, 1:115 see also 2,6-Dinitrotoluene-4-sulfonic acid 2,2-Dimethylglutaric acid 2:585, 588, 591 1,5-Dinitronaphthalene, 3:978, 979 see also 2,2-Dimethylpentanedioic acid 1,8-Dinitronaphthalene, 3:978, 980 3,3-Dimethylglutaric acid, 2:591 2,4-Dinitrophenetole, 3:1005 2,6-Dimethyl-4-heptanone 2,4-Dinitrophenol, 3:1005 see also Diisobutyl ketone, 2:824 2,4-Dinitrophenylhydrazine, 3:984 1306 N-(2,6-Dinitrophenyl)phthalimide – Dulcin Index

N-(2,6-Dinitrophenyl)phthalimide, 3:992 Direct Black 19, 3:991 (2,4-Dinitrophenyl)pyridinium chloride, 3:984 Direct Black 80, 3:920 4,40-Dinitroso-2,20-stilbenedisulfonic acid, 3:998 Direct Blue 1, 3:922 4,40-Dinitrostilbene-2,20-disulfonic acid, 3:998 Direct Blue 71, 3:919 2,4-Dinitrotoluene (DNT), 3:976 Direct Blue 76, 3:922 2,6-Dinitrotoluene, 3:977 Direct Blue 84, 3:896 2,6-Dinitrotoluene-4-sulfonic acid, 3:999 Direct Green 23, C.I. 31985, 3:917 see also 3,5-Dinitro-4-methylbenzenesulfonic acid Direct Green 33, C.I. 34270, 3:917 2,6-Dinitrotoluene-4-sulfonyl chloride, 3:999 Direct Red 47, 3:893 Dinocap, 3:1006 Disanyl, 3:1091 2,4-Dinonylphenol, 3:1062 see also 5,40–Dibromosalicylanilide Dinoterb, 3:1006 Disflamoll, 3:1118 see also 2-tert-Butyl-4, 6-dinitrophenol Disilane, 2:677 Dioctadeylamine, 1:137 Disoxyl, 3:1264 Dioctylamine, 1:137 Disperse Blue 79, 3:992 Dioctyltin bis(isooctyl thioglycolate), 3:871 Disperse Blue 106, 3:1012 Dioctyltin dichloride, 3:1271 Disperse Blue 183, 3:994 1,4-Dioxa-10,13-dithia-7,16-diazacyclooctadecane, 2:535 Disperse Brown 1, 3:991 1,4-Dioxane-2,5-diones, 2:705 Disperse Green 9, 3:1010 1,3-Dioxan-2-one, 1:409 Disperse Orange 25, 3:991 1,3-Dioxolane, 2:631 Disperse Red 65, 3:994 1,3-Dioxolan-2-one, 1:407 Disperse Red 73, 3:994 see Ethylene carbonate Disperse Violet 12, 3:992 4,5-Dioxo-2-methyltetrahydrofuran-2-carboxylic acid Disperse Yellow 10, 3:990 from pyruvic acid, 3:1016 Disperse Yellow 42, 3:1001 Dioxy Chicago acid (Dioxy S acid), 3:895 Dispersol Orange 7, 3:978 see also 4,5–Dihydroxynaphthalene–1–sulfonic acid Disponil, 3:1119 Dioxy G acid, 3:895 Dissolvine A, 3:951 see also 4,6–Dihydroxynaphthalene–2–sulfonic acid Distamine, 1:205 Dioxy J acid, 3:896 Distillation see also 4,7–Dihydroxynaphthalene–2–sulfonic acid ionic liquids in, 2:752 Dioxy R acid, 3:896 Disulfides see also 6,7–Dihydroxynaphthalene–2–sulfonic acid uses, 3:1229 Dipentaerythritol, 1:54 Disulfides, heterocyclic, 3:1228 Dipentahexaacrylate (DPHA), 1:54 Disulfiram, 2:619 Dipentamethylene thiuram tetrasulfide (DPTT), 2:617 Disulfur dichloride, 3:1120 Dipentylamine, 1:115 Dithane D-14, 2:618 Dipentyldithiocarbamic acid Dithane M-22, 2:618 metal salts, 2:605 Dithane M-45, 2:618 2,4-Di-tert-pentylphenol, 3:1060, 1061 Dithane Z-78, 2:618 2,6-Di-tert-pentylphenol, 3:1061 Dithia-18-crown-6, 2:535 Dipeptides, 1:166 Dithiadiaza-18-crown-6, 2:535 o-Diphenetidine, 1:289 1,2,4-Dithiazole-3-thione, 2:604 Diphenhydramine, 3:1134 Dithiocarbamates (esters), 1:116, 2:607 4,40-Diphenoxybenzophenone, 2:833 Dithiocarbamic acid derivatives, 2:601 see also 4,40-Diphenoxydiphenyl ketone alkyl-, aryl-, and piperidyl-, metal salts of, 2:605 polymers from ammonium salts of, 2:603 4,40-Diphenoxydiphenyl ketone, 2:833 derivatives used in agriculture, 2:618 see also 4,40-Diphenoxybenzophenone formyl- and thioformyl-, metal salts of, 2:605 toxicology, 2:834 imide of N-monosubstituted, 2:602 Diphenylamine metal salts as vulcanization accelerators, 2:615 from nitrobenzene, 3:970 other derivates used as vulcanization accelerators, 2:616 Diphenyl bases, 1:279 toxicology, 2:620 Diphenylboronic acid–ethanolamine complex, 1:359 Dithiocarbazic acid, 2:603 Diphenylcarbamoyl chloride Dithiodiglycolic acid, 3:869 toxicology, 1:405 Dithiolanylium salts, 2:612 Diphenyl carbonate, 1:408 Dithiophosphates, 3:1120 Diphenyl epsilon acid, 3:907, 912 Di-Trapex, 3:1209 see also 6,8–Dianilinonaphthalene–1–sulfonic acid Ditrimethylolpropane, 1:52 Diphenyl ether, 3:1082 Docosylamine, 1:137 Diphenyline, 1:282 Doctor test, 3:1214 Diphenylketene, 2:812 Dodecahydrodiphenylamine, 1:128 Diphenyl ketone, 2:833 see Dicyclohexylamine see also Benzophenone 1,12-Dodecanedicarboxylic acid, 2:585, 587 toxicology, 2:834 1,12-Dodecanediol, 1:46 4,40-Diphenylmethane diisocyanate (MDI), 2:781 1-Dodecanesulfinic acid, 3:1154 Diphenylphosphine [829-85-6], 3:1101 1-Dodecanethiol, 3:1217 Diphenyl sulfone, 1:251 Dodecanoic acid, 2:436 byproduct in sulfonation of benzene, 1:252 see also Lauric acid Diphenyl tetramine, 1:287 Dodecylamine, 1:137 Diphosphonous acid, 3:1109 p-Dodecylbenzenesulfinic acid, 3:1154 Dipofene, 3:1265 Dodecyl bromide, 1:372 Diprophylline, 3:1134 1-Dodecylimidazole Dipropylacetic acid, 2:436, 441 toxicology, 2:729 see also 2-Propylpentanoic acid tert-Dodecyl mercaptan, 3:1217 Dipropylamine, 1:115 Dodecylphenol, branched, 3:1062, 1063 toxicology, 1:154 N-Dodecyl-2-pyrrolidone, 3:1141 Dipropyldithiocarbamic acid Doverphos, 3:1112 metal salts, 2:605 Dowicide, 3:1081 Dipropylenetriamine, 1:149 Drozine, 2:619 Dipropylenetriurea, 3:1276 DSE, 2:618 Dipyridylthiuram tetrasulfide, 2:606 Dulcin, 3:1005 Diram, 2:618 see also 4-Ethoxyphenylurea Vol. 1 to 3 Du Pont Fungicide – Ethylene thiourea (ETU) 1307

Du Pont Fungicide 328, 2:619 Etherification, 3:1039 Duraphos, 3:1119 see of phenols Du-Ter, 3:1271 Ethers Dyes ionic liquids in cleavage of, 2:751 acetoacetamides in, 3:1019 2-Ethoxybenzoyl Dyfonate, 3:1116 dithiocarbamic acid, 2:601 2-Ethoxybenzoyl disulfide, 2:604 2: E 2-Ethoxyethyl cyanoacetate, 857 2-Ethoxynaphthalene, 3:882 ee Acid, 3:874 see also Nerolin ‘‘new’’ see also 1-Hydroxynaphthalene-3, 8-disulfonic acid 2-Ethoxynitrobenzene, 3:1003 Edetic acid, 2:645 4-Ethoxynitrobenzene, 3:1005 Egallic acid, 2:720 see also 4-Nitrophenyl ethyl ether Eglinazine, 1:208 2-Ethoxyphenol, 3:1083 EHD process, 3:936, 937 N-(4-Ethoxyphenyl)urea, 3:1005 Eicosylamine, 1:137 see also Dulcin Eikonogen, 3:917 4-Ethoxyphenylurea [150-69-6], 3:1276 Ekaland CDBC, 2:615 Ethylac, 2:616 Ekaland CDMC, 2:615 Ethyl acetoacetate, 2:809 Ekaland NBC, 2:615 Ethylaluminum dichloride, 1:94 Ekaland TE DEC, 2:615 Ethylaluminum dichloride (EADC) Ekaland TSPM, 2:617 from trialkylaluminiums, 1:99 Electron-capture negative-ionization mass spectrometry Ethylaluminum sesquibromide, 1:93 in amino acid analysis, 1:212 Ethylaluminum sesquichloride, 1:93 Electrophilic substitution production, 1:98 of alkylphenols, 3:1040 Ethylaluminum sesquichloride (EASC) Electrophoresis from trialkylaluminiums, 1:99 of amino acids, 1:212 Ethylamine, 1:115 Electroplating toxicology, 1:154 ionic liquids in, 2:753 uses, 1:123 Enanthic acid, 2:436 Ethyl 4-aminobenzoate, 1:306 see also Heptanoic acid Ethylammonium nitrate Enantiomer, 1:167 production, 2:745 Enheptin, 3:1010 N-Ethyl-benzenesulfonamide, 1:253 see also 2-Amino-5-nitrothiazole Ethyl benzenesulfonate, 1:253 Enimont, 2:797 4-Ethylbenzenesulfonic acid, 1:258 Entramin, 3:1010 2-Ethylbutanoic acid, 2:436, 441 see also 2-Amino-5-nitrothiazole see also 2-Ethylbutyric acid Enzymatic analysis N-Ethylbutylamine, 1:115 of amino acids, 1:212 2-Ethylbutyric acid, 2:436, 441 Epectan, 1:204 see also 2-Ethylbutanoic acid Epichlorohydrin, 2:637 Ethyl Cadmate, 2:615 epoxidation with, 2:637 a-Ethylcaproic acid, 2:436 toxicology, 2:638 see also 2-Ethylhexanoic acid EPN, 3:1104, 1116 Ethyl carbamate, 1:400 Epomin, 1:234 toxicology, 1:404 Epoxides Ethyl chloroacetate, 2:475 polyhydric alcohols from, 1:40 Ethyl chloroformate, 2:498 Epoxides (oxiranes), 2:629 toxicology, 2:501 see also Ethyene oxide (oxirane) Ethyl cyanoacetate, 2:857 toxicology, 2:641 N-Ethylcyclohexylamine, 1:128 Epoxycarboxylic acids Ethyl dichloroacetate, 2:482 esters of, preparation, 2:636 0 0 N-Ethyldiisopropylamine, 1:125 3,4-Epoxycyclohexylmethyl-3 ,4 -epoxycyclohexane Ethyl N,N-dimethyl carbamate, 1:400 carboxylate, 2:640 Ethylene bis(dithiocarbamic acids) 1,2-Epoxydodecane, 2:638 metal salts of, 2:604 2,3-Epoxy-2-methylbutane, 2:639 Ethylene carbonate, 1:407, 408 2,3-Epoxypinane, 2:639 Ethylene chlorohydrin, 2:506, 510 2,3-Epoxypropyloxy chloroformate, 2:637 see also 2-Chloro-1-ethanol 2,3-Epoxypropyl urethanes, 2:637 toxicology, 2:514 cis-Epoxysuccinic acid, 2:634 0 0 Ethylene cyanohydrin, 3:939 3,4-Epoxytetrahydrobenzyl-3 ,4 -epoxytetrahydrobenzoate, 2:640 see also 3-Hydroxypropionitrile Eprosartan, 3:1246 Ethylenediamine, 1:143 Eptam, 1:403 see also 1,2-Diaminoethane Erbotan, 3:1209 from glyoxal, 2:652 Erwinia herbicola toxicology, 1:156 in tyrosine production, 1:189 Ethylenediaminetetraacetic acid (EDTA), 2:645 ESBO, 2:640, 642 metal chelates of, 2:646 Essence of mirbane, 3:965 Na EDTA, 2:646 Esterification 2 Na EDTA, 2:646 of pentanols, 3:1025 4 Ethylenediaminetetrakis(methylenephosphonic acid), 3:1115 of phenols, 3:1039 Ethylene dibromide, 1:372 Estolide formation, 2:706 see also 1,2-Dibromoethane Ethambutol, 3:961 (Ethylenedinitrilo)tetraacetonitrile, 2:647 Ethanedioic acid, 2:585 3,4-ethylenedioxythiophene, 3:1250 see also Oxalic acid 1,2-Ethylenediurea, 3:1276 Ethanesulfinic acid, 3:1154 Ethylene glycol (ethanediol), 3:1016 Ethanethiol, 3:1217 glyoxal from, 2:653 Ethasan, 2:615 Ethylene glycol diallyl ether, 1:82 Ethazate, 2:615 toxicology, 1:85 Ethenetetracarbonitrile, 3:938 Ethylene oxide see also Tetracyanoethylene for cyclic carbonate production, 1:415 1-Ethenyl-2-pyrrolidinone N-Vinyl-2-pyrrolidone (NVP) [88-12-0], 3:1140 Ethylene thiourea (ETU), 2:613 Ethepon, 3:1115 1308 Ethyleneurea (2-imidazolidinone) – Fluoronitrotoluenes Index

Ethyleneurea (2-imidazolidinone) [120-93-4], 3:1276 Farnesyl diphosphate, 3:1188 Ethylenimine, 1:233 Fast Bordeaux GP base, 3:1005 toxicology, 1:238 Fast Golden Orange GR Base, 3:988 Ethyl glycolate, 2:710 Fast Orange GR Base, 3:990 2-Ethylhexanoic acid 2:436, 441, 443 Fast Orange RD Base, 3:988 see also a-Ethylcaproic acid Fast Red B base, 3:1003 2-Ethylhexylamine, 1:115, 125 Fast Red FR base, 3:985 2-Ethylhexyl chloroformate, 2:498 Fast Red GG Base, 3:991 toxicology, 2:501 Fast Red KB Base, 3:975, 986 2-Ethylhexyl cyanoacetate, 2:857 Fast Scarlet GG Base, 3:985 2-Ethylhexylphosphonic acid mono(2-ethylhexyl)ester Fast Scarlet TR Base, 3:975, 987 PC88A, 3:1116 Fast Yellow G Base, 3:982 5-Ethyl-5-(hydroximethyl)-1,3-dioxan-2-one, 1:409 Fatty acids, unsaturated Ethyl 4-hydroxybenzoate, 2:718 chlorohydrins of, 2:513 2-Ethyl-2-hydroxymethyl-1,3-propanediol, 1:50 Fatty Amine, 1:136 see Trimethylolpropane Fatty amines Ethylidenenorbornene, 2:573 toxicology, 1:157 1-Ethylimidazole Feeds toxicology, 2:729 formulation of feed mixes, 1:197 2-Ethylimidazole, 2:726 Felacomp, 1:201, 202 toxicology, 2:729 Fenetylline, 3:1134 Ethylketene, 2:812 Fenitrothion, 3:1006 Ethyl 4-methylbenzenesulfonate, 1:257 see also Metathion 2-Ethyl-1(5)-methylimidazole, 2:726 Fenoprop, 2:520 2-Ethyl-4(5)-methylimidazole toxicology, 2:523 toxicology, 2:729 Fenoxycarb, 3:938 1-Ethyl-3-methylimidazolium tetrafluoroborate Fenticlor, 3:1090 thermal stability of ionic liquid, 2:744 see also 2,20–Thiobis(4–chlorophenol) 2-Ethyl-4-methylphenol, 3:1048 toxicology, 3:1090 3-Ethyl-2-methylphenol, 3:1048 Fermate, 2:618 3-Ethyl-4-methylphenol, 3:1048 Fermentation 4-Ethyl-2-methylphenol, 3:1048 dicarboxylic acids by, 2:588 4-Ethyl-3-methylphenol, 3:1048 Fezatione, 2:619 5-Ethyl-3-methylphenol, 3:1048 Fibers, synthetic organic 6-Ethyl-2-methylphenol, 3:1048 high temperature–and flame-resistant fibers, from 3,30,4,40-tetraaminodiphe- 6-Ethyl-3-methylphenol, 3:1048 nyl, 1:287 N-Ethylmorpholine, 1:133 Fine chemicals, 1:1 2-Ethylphenol, 3:1048, 1049 antibody-drug conjugates, 1:8 3-Ethylphenol, 3:1048, 1050 companies, 1:3 4-Ethylphenol, 3:1048, 1050 contract research and manufacturing organizations, 1:6 Ethylphenylketene, 2:812 contract research organizations, 1:5 Ethyl phenyl ketone, 2:832 costs, 1:32 see also Propiophenone definition, 1:2 Ethylphosphine, 3:1100 laboratory chemical suppliers, 1:7 N-Ethylpiperazine, 1:134 oligonucleotides, 1:8 see 1-ethylpiperazine peptides and proteins, 1:8 1-Ethylpiperazine profitability, 1:34 see N-Ethylpiperazine safety and occupational hygiene, 1:30 N-Ethylpiperidine, 1:131 small molecules, 1:7 N-Ethyl-2-pyrrolidone, 3:1140, 1141 waste elimination, 1:31 Ethyl Selenac, 2:615 Firemaster, 3:1118 Ethyl Tellurac, 2:615 Fischer projection, 1:167 Ethyl Telluram, 2:615 Fischer–Tropsch synthesis Ethyl thiocyanate, 3:1204 of amines, 1:121 Ethylthiophosphonic acid dichloride, 3:1114 Flacar, 1:201 Ethylthiurad, 2:617 Flame retardant Ethyl trichloroacetate, 2:483 brominated, 1:378 Ethyl 4,4,4-trichloroacetoacetate, 2:805 Flampropisopropyl, 3:988 Ethyl Tuads, 2:617 Flamprop-M, 1:207 Ethyl Tuex, 2:617 Flavianic acid, 3:890 Ethylvanillin (3-ethoxy-4-hydroxybenzaldehyde), 3:1070 Flavors and fragrances Ethyl Zimate, 2:615 amino acids as flavor and taste enhancers, 1:194 Etiurac, 2:617 Flopropione, 3:937 Etofylline, 3:1134 Flotation Etridiazole, 3:938 with fatty amine salts, 1:141 Eucol, 1:201 Fluonilid, 3:1263 Eugenol (2-methoxy-4-allylphenol), 3:1070 Fluorescence European Core Inventory (ECOIN), 3:914, 966 of naphthalene derivatives, 3:902 Evaite P, 2:616 Fluorescent reagents Eveite L, 2:615 for analysis of amino acids, 1:211 Eveite MST, 2:616 Fluorination Eveite 4 MT, 2:617 ionic liquids in, 2:752 Eveite T, 2:617 Fluoroborates, 1:349 Eveite Z, 2:615 toxicology, 1:351 Fluoroboric acid, 1:350 2: F Fluorocarboxylic acids, 447 Fluorochloridone, 3:1141 Fabric softeners Fluorodifen, 3:1004 fatty quaternary ammonium compounds, 1:141 Fluoroimide, 3:988 Famotidine, 3:939 2-Fluoronitrobenzene, 3:987 Farmotal, 3:1264 4-Fluoronitrobenzene, 3:987 Farnesane, 3:1187 Fluoronitrofor, 3:983 a-Farnesene, 3:1195 Fluoronitrotoluenes, 3:987 b-Farnesene, 3:1195 Vol. 1 to 3 Fluowet PP – Hemimellitic acid 1309

Fluowet PP, 3:1104 Gibbane, 3:1187 tau-Fluvalinate, 1:209 Glucaric acid, 2:708 Foaming agent Glucocapparin, 3:1206 sodium borohydride as, 2:687 Gluconic acid, 2:708 Folic acid, 1:306 Glucose Fongaridl, 1:209 raw material for the preparation of quinones, 1:313 Fonofos, 3:1116 D-Glucose (dextrose), 3:1020 Fontamide, 3:1263 Glufosinate, 1:206 Food Gluphosinate, 3:1104, 1110 addition of amino acids, 1:192 D-Glutamic acid, 1:175 amino acid content of some foodstuffs, 1:192 L-Glutamic acid, 1:167, 171 daily protein requirement, 1:191 calcium salt, dihydrate, 1:202 protein quality of food and min. requirements, 1:193 as drug, 1:202 Food Orange 2, 3:891 hydrochloride, 1:202 Food Red 3, C.I. 14720, 3:889, 904 magnesium salt, tetrahydrate, 1:202 Food Red 7, C.I. 16255, 3:894, 904 monosodium salt, monohydrate, 1:202 Food Red 9, C.I. 16185, 3:894, 904 potassium salt, monohydrate, 1:202 Formaldehyde production, 1:181 glycolic acid from, 2:709 Glutamine Formaldehyde cyanohydrin (hydroxyacetonitrile), 3:939 production, 1:183 see also Glycolonitrile L-Glutamine, 1:167, 171, 202 Formamidinesulfinic acid, 3:1162 Glutaric acid 2:585, 588, 590 Forminitrazole, 3:1010 see also Pentanedioic acid Formivirisen, 1:8 Glutergen, 1:202 4-Formyl-1,3-benzenedisulfonic acid, 1:260 Glyceric acid, 2:705, 708 2-Formylbenzenesulfonic acid, 1:259 Glycerol chlorohydrins, 2:512 4-Formylbenzenesulfonic acid, 1:259 Glycerol dichlorohydrins, 2:506, 512 Formyldithiocarbamic acid, 2:601 Glycerol monothioglycolate, 3:870 Formyldithiocarbamic acid esters, 2:608 Glycide, 2:640 1-Formyl-1-methylethanesulfinyl chloride, 3:1158 Glycidol, 2:634, 640 N-Formylmorpholine, 1:133 from allyl alcohol, 1:75 2-Formyl-5-nitrofiran, 3:1009 epoxidation with, 2:637 see also 5-Nitro-2-furaldehyde Glycidyl urethanes, 2:637 Foscarnet, 3:1115 Glycine, 1:167, 172 Fosetyl-Aluminum, 3:1113 see also Aminoacetic acid Freund’s acid (1,3,6), 3:874 Glycine as flavor enhancer, 1:194 see also 1-Aminonaphthalene-3, 6-disulfonic acid Glycolic acid, 2:478, 705, 709 Freund’s acid (1,3,7), 3:874 toxicology, 2:713 see also 1-Aminonaphthalene-3, 7-disulfonic acid Glycolonitrile, 3:939 Friedel–Crafts catalysts, 3:1042, 1043 see also Formaldehyde cyanohydrin Friedel–Crafts reaction, 3:1042, 1043 Glyconic acid, 2:708 halophosphines by, 3:1103 Glyoxal, 2:651 D-Fructose, 3:1020 toxicology, 2:654 Fudosteine, 1:203 Glyoxal acetals and thioacetals, 2:652 Fuklasin, 2:618 Glyoxal bisacrylamide, 2:654 Fumaric acid, 2:595 Glyoxaltetraallylacetal, 2:653 see also trans-Butenedioic acid Glyoxylic acid, 3:1015 Fungicides Glyphosate, 1:206, 3:1115, 1122 dithiocarbamic acid derivatives, 2:614 see also N-(Phosphonomethyl)glycine Furadan, 3:1071 derivatives, 1:210 Furalaxyl, 1:209 Glyphosine, 1:210 Furan (Furfuran) Grace process, 3:958 nitro derivatives, 3:1009 Grignard reaction Furazolidone, 3:1009 phosphine oxides by, 3:1107 Furoyldithiocarbamic acid, 2:601 Grignard reagent, 2:846 Fyrol, 3:1116, 1118 Guaiacol (2-methoxyphenol), 3:1070, 1083 Guaiacol glyceryl ether [3-(2-methoxyphenoxy)-1,2-propanediol], 3:1070 3: G Guaiane, 1187 Guanethidine, 3:938 gg Acid (7-Amino-1-hydroxynaphthalene-3-sufonic acid), 3:874 Guanidine [113-00-8], 2:657 see also 2-Amino-8-hydroxynaphthalene-6-sulfonic acid Guanidine hydrochloride Gafac, 3:1119 biotechnological Applications, 2:662 Galben, 1:209 Guanidine nitrate, 2:662 Gallic acid, 2:720 Guanidinium compounds, 2:658 pyrogallol from, 3:1072 Guanine, 3:1132 Garbefix, 3:1112 Gynaflex, 3:1263 Gas drying with calcium hydride, 2:680 Gas chromatographic methods H in amino acid analysis, 1:212 Hair preparation Gas oil amino acids in, 1:205 alkylphenols from, 3:1041 Halane, 2:494 Gas storage Halogenonitroanilines, 3:993 ionic liquids in, 2:755 Halophosphines, 3:1103 Gastripan-K, 1:202 CH3PCl2, 3:1103 Gattermann–Adams reaction, 3:1040 C6H5PCl2, 3:1103 GB ester, 2:710 (C6H5)2PCl, 3:1103 Genomoll, 3:1118 Cl2PC6H4C6H4PCl2, 3:1103 Geranyl diphosphate, 3:1188 toxicology, 3:1122 Geranylgeranyl diphosphate, 3:1188 Halothiophenes, 3:1248 Germacrane, 3:1187 Harmony, 3:1250 Gerontamin, 1:201 Hell–Volhard–Zelinski reaction, 1:374 Gewald reaction, 2:860, 3:1250 Hemimellitic acid, 2:450 Gewald synthesis, 3:1010 see also 1,2,3-Benzenetricarboxylic acid 1310 Hemimellitic anhydride – 4-Hydroxybutyraldehyde Index

Hemimellitic anhydride, 2:456 Hostaflot, 3:1121 Henderson–Hasselbalch equation, 1:168 Hostanox, 3:1112 Henkel reaction, 2:453 Hostaphat, 3:1119 Henry reaction, 3:955 Hostarex, 3:1108 Hepaderichol, 1:201 HPN, 1:42 Hepa-Loges, 1:201 Humulane, 3:1187 Hepa-Merz, 1:203 Hydantoins, 1:170 Heptanedioic acid, 2:585 Hydracrylic acid, 2:705, 710 see also Pimelic acid see also b-Hydroxypropionic acid Heptanoic acid, 2:436, 445 toxicology, 2:713 see also Enanthic acid Hydratropic aldehyde, 1:60, 62 2-Heptanone, 2:822 see also 2-Phenylpropanal see also Methyl pentyl ketone Hydratropic aldehyde 2-Phenylpropanal, 1:62 toxicology, 2:834 Hydrazobenzene, 1:279, 3:971 3-Heptanone, 2:825 see from nitrobenzene see also Butyl ethyl ketone Hydrazobenzene-2,20-dicarboxylic acid, 1:290 1,4,7,10,13,16,19-Heptaoxacycloheneicosane, 2:535 Hydrides, 2:673 2-Heptyl-3,4-bis(9-isocyanatononyl)-1-pentyl-cyclohexane (DDI), 2:785 toxicology, 2:699 Herbicides Hydrimet process, 2:680 chlorophenoxyalkanoic acids, 2:519 Hydroalumination dithiocarbamic acid derivatives, 2:618 of olefins, 1:94 Hermat FEDK, 2:616 Hydroborates, 1:356 Hexabromobenzene, 1:379 see also Borohydrides Hexabromocyclododecane [3194-55-6], 1:379, 381, 2:565 Hydroboration, 1:353, 354, 358 toxicology, 1:385 Hydrocarboxylic acids, aliphatic, 2:703 Hexachlorocyclopentadiene, 2:573 Hydrocarboxylic acids, aromatic, 2:715 Hexachloroparaldehyde, 2:467 Hydrocinnamyl cinnamate, 2:530 Hexachlorophene, 3:1090, Hydrocyanic acid see also 2,20–Methylenebis(3 4, 6–trichlorophenol), cyanuric chloride from, 2:555 toxicology, 3:1090 Hydroformylation Hexadecylamine, 1:137 of alkenes by low pressure process, 2:698 Hexadecyl isocyanate, 2:782 of allyl acetate, 1:77 2,4-Hexadienedioic acid, 2:595 of allyl alcohol, 1:75 see also Muconic acid of butenes to pentanols, 3:1026 Hexafluoropropylene oxide, 2:635 4-methylbenzylhalide, 1:62 Hexahydrobenzoic acid, 1:307 rhodium-catalyzed, 2:697 see also Cyclohexanecarboxylic acid of styrene, 1:60 Hexahydropyridine, 1:130 tetracarbonylcobalt hydride as catalyst, 2:697 see Piperidine Hydrogen Hexahydroxyanthraquinone, 2:720 intermetallic hydrides for hydrogen absorption, 2:697 Hexamethylene diisocyanate (HDI), 2:781, 785 lithium hydride as hydrogen source, 2:677 Hexamethylenediurea [2188-09-2], 3:1276 Hydrogenation Hexamethylene glycol, 1:45 of phenols, 3:1039 see also 1,6-Hexanediol Hydrogen peroxide Hexamethyleneimine, 1:131 reaction with nitriles to peroxyimidic acids, 2:635 toxicology, 1:156 Hydrogenphosphonates, 3:1111 Hexamethylenetetramine, 1:135 Hydrolysis mandelate, 2:721 of aminonaphthalenesulfonic acids, 3:888 toxicology, 1:156 Hydroquinone Hexanedioic acid, 2:585 from nitrobenzene, 3:970 see also Adipic acid Hydrosilylation 1,2-Hexanediol, 1:49, 55 ionic liquids in, 2:752 1,6-Hexanediol, 1:45 1-Hydroxyacetone, 2:831 see also Hexamethylene glycol a-Hydroxyalkylureas, 3:1277 toxicology, 1:55 4-Hydroxy-1-aminonaphthalene, 3:913 2,5-Hexanediol see also 4–Amino–1–naphthol toxicology, 1:55 8-Hydroxy-2-aminonaphthalene, 3:914 2,3-Hexanedione, 2:831 see also 7–Amino–1–naphthol Hexanoic acid, 2:436, 445 4-Hydroxy-1,3-benzenedisulfonic acid, 1:266 see also Caproic acid 4-Hydroxy-1,3-benzenedisulfonyl chloride, 1:266 1,4,7,10,13,16-Hexaoxacyclooctadecane, 2:535 2-Hydroxybenzenesulfonic acid, 1:265 Hexydaline, 2:721 3-Hydroxybenzenesulfonic acid, 1:246, 265 Hexylamine, 1:115 4-Hydroxybenzenesulfonic acid, 1:265 Hexyl carbamate, 1:400 2-Hydroxybenzoic acid, 2:715 a-Hexylcinnamaldehyde, 1:60 3-Hydroxybenzoic acid, 2:717 Hexyllithium, 2:842 toxicology, 2:721 3-Hexyne-2,5-diol, 1:46 4-Hydroxybenzoic acid, 2:715, 717 High-pressure thin layer chromatography toxicology, 2:721 of amino acids, 1:211 4-Hydroxybenzoic acid esters Hinsberg, 3:1250 bacteriostatic properties, 2:718 Hinsberg method, 1:250 benzyl, 2:718 Hinsberg synthesis, 3:1244 butyl, 2:718 Hinsberg test, 1:114 ethyl, 2:718 L-Histidine, 1:167, 172, 202 methyl, 2:718 hydrochloride monohydrate, 1:202 propyl, 2:718 production, 1:183 4-Hydroxybenzonitrile, 3:945 Hunig’s€ base, 1:125 see also 1-Cyano-4-hydroxybenzene see N-Ethyldiisopropylamine 2-Hydroxybiphenyl, 3:1080, 1081 Hock synthesis, 1:119 see also 2–Phenylphenol Hofmann degradation, 1:305, 2:492 toxicology, 3:1081 Hofmann rearrangement 4-Hydroxybiphenyl, 3:1080, 1081 of benzene-1,3,5-tricarboxylic acid triamide, 3:1074 see also 4–Phenylphenol L-Homocysteine, 1:175 4-Hydroxybutyraldehyde, 1:75 Vol. 1 to 3 a-Hydroxybutyric acid – Indoline 1311 a-Hydroxybutyric acid, 2:705, 711 1-Hydroxynaphthalene-3,6,8-trisulfonic acid, 3:874, 895 b-Hydroxybutyric acid, 2:705, 711 see also Oxy Koch acid g-Hydroxybutyric acid, 2:705, 712 1-Hydroxynaphthalene-2,4,7-trisulfonic acid, 3:887 4-Hydroxycycloalkyleneureas, 3:1279 2-Hydroxynaphthalene-3,6,8-trisulfonic acid, 3:887, 893, 895 4-Hydroxy-3,5-dimethoxybenzoic acid, 2:720 1-Hydroxy-2-naphthoic acid, 3:885 2-Hydroxy-1,2-diphenylethanone, 2:834 2-Hydroxy-1-naphthoic acid, 3:885 see also Benzoin 3-Hydroxy-1-naphthoic acid, 3:885 toxicology, 2:834 3-Hydroxy-2-naphthoic acid, 3:885 1-Hydroxyethane-1,1-diphosphonic acid, 3:1115 see also BON acid 2-(Hydroxyethyl)allylthiourea, 3:1210 4-Hydroxy-1-naphthoic acid, 3:885 Hydroxyethylethylenediaminetriacetic acid (HEEDTA), 2:646 4-Hydroxy-2-naphthoic acid, 3:886 Na3HEEDTA, 2:646 5-Hydroxy-1-naphthoic acid, 3:885 1-(2-Hydroxyethyl)ethylenimine, 1:235 5-Hydroxy-2-naphthoic acid, 3:886 3-(2-Hydroxyethyl)indole, 2:736 6-Hydroxy-1-naphthoic acid, 3:885 1-(2-Hydroxyethyl)-2-methyl-5-nitroimidazole, 2:726, 727 6-Hydroxy-2-naphthoic acid, 3:886 N-(2-Hydroxyethyl)morpholine, 1:133 7-Hydroxy-1-naphthoic acid, 3:885 4-(2-Hydroxyethyl)morpholine, 1:133 7-Hydroxy-2-naphthoic acid, 3:886 see N-(2-Hydroxyethyl)morpholine 8-Hydroxy-1-naphthoic acid, 3:885 N-(2-Hydroxyethyl)piperazine (HEP), 1:135 8-Hydroxy-2-naphthoic acid, 3:886 1-(2-Hydroxyethyl)piperazine, 1:135 6-Hydroxy-2-naphthoic acid nitrile, 3:945 see N-(2-Hydroxyethyl)piperazine (HEP) see also 6-Cyano-b-naphthol N-(2-Hydroxyethyl)-2-pyrrolidone, 3:1141 4-Hydroxy-7-phenylaminonaphthalene-2-sulfonic acid, 3:919 Hydroxyhydroquinone, 3:1072 see also N–Phenyl J acid toxicology, 3:1073 Hydroxypivaldehyde 4-Hydroxy-3-methoxybenzoic acid, 2:719 hydroxypivalic acid neopentyl glycol ester from, 1:43 see also Vanillic acid neopentyl glycol from, 1:41 toxicology, 2:722 Hydroxypivalic acid 4-Hydroxy-6-methylaminonaphthalene-2-sulfonic acid, 3:921 neopentyl glycol ester, 1:42 4-Hydroxy-7-methylaminonaphthalene-2-sulfonic L-Hydroxyproline, 1:167, 172 acid, 3:919 production, 1:183 see also N Methyl J acid a-Hydroxypropionitrile, 3:939 2-Hydroxy-5-methylbenzoic acid, 2:719 see also Lactonitrile see also Cresotic acid 3-Hydroxypropionitrile, 3:939 2-Hydroxy-1-methyl-3,5-dinitrobenzene, 3:1006 see also Ethylene cyanohydrin see also 4,6-Dinitro-o-cresol 2-Hydroxypropylene-1,3-diurea, 3:1276 4-Hydroxy-1-methyl-3,5-dinitrobenzene, 3:1007 5-Hydroxypropyleneurea 2-Oxo-5-hydroxyhexahydropyrimidine, see also 2,6-Dinitro-p-cresol 3:1276 Hydroxymethylimidazoles, 2:727 2-Hydroxy-5-sulfobenzoic acid, 1:269 1-(2-Hydroxymethyl)-2-methyl-5-nitroimidazole 2-Hydroxy-3-toluic acid, 2:719 toxicology, 2:731 see Cresotic acid 2-Hydroxymethyl-2-methyl-1,3-propanediol, 1:51 2-Hydroxy-4-toluic acid, 2:719 see Trimethylolethane see also Cresotic acid 1-Hydroxy-3-methyl-4-nitrobenzene, 3:1006 (S)-5-Hydroxytryptophan, 1:204 see also 4-Nitro-m-cresol L–5-Hydroxytryptophan, 1:175 1-Hydroxy-4-methyl-2-nitrobenzene, 3:1006 Hydrozirconation 2-(Hydroxymethyl)-2-nitro-1,3-propanediol, 3:960 of carbon–carbon double and triple bonds, 2:697 see also Tris(hydroxymethyl)nitromethane, Hypochlorous acid (hypochloric acid) 4-Hydroxy-3-methylpentan-2-one, 2:821 from chloroamines, 2:491 1-Hydroxynaphthalene-3,6-disulfonic acid, 3:874, 892 Hypoxanthine, 3:1132 see also RG acid 3: 1-Hydroxynaphthalene-3,8-disulfonic acid, 874, 892 I see also e Acid Imazalil, 2:728 1-Hydroxynaphthalene-4,8-disulfonic acid, 3:874, 893 Imazamethabenz, 1:207 see also d Acid; Oxy Chicago acid Imazamox, 1:207 1-Hydroxynaphthalene-2,4-disulfonic acid, 3:887 Imazapic, 1:207 1-Hydroxynaphthalene-4,7-disulfonic acid, 3:893 Imazapyr, 1:207 2-Hydroxynaphthalene-3,6-disulfonic acid, 3:874, 893 Imazaquin, 1:206 see also R Acid Imazethaphyr, 1:207 2-Hydroxynaphthalene-6,8-disulfonic acid, 3:874, 894 Imidazole, 2:725 see also G Acid nitro derivatives, 3:1009 2-Hydroxynaphthalene-1,6-disulfonic acid, 3:887 toxicology, 2:728 2-Hydroxynaphthalene-3,7-disulfonic acid, 3:894 Imidazole-2-thiol, 3:1226 2-Hydroxynaphthalene-5,7-disulfonic acid, 3:894 2-Imidazolidinone Ethyleneurea, 3:1276 1-Hydroxynaphthalene-4-sulfonic acid, 3:874, 889 Imidazolines, 2:727 see also NW acid Imidazolium salts, 2:743 1-Hydroxynaphthalene-5-sulfonic acid, 3:874, 889 0 7,7 -Iminobis(4-hydroxynaphthalene-2-sulfonic acid), 3:919 see also Oxy L acid see also J Acid imide 1-Hydroxynaphthalene-2-sulfonic acid, 3:887, 889 a-Iminocarboxylic acids, 1:169 see also Baum’s acid b-Iminonitriles, 3:940 1-Hydroxynaphthalene-3-sulfonic acid, 3:889 Imiprophin, 1:210 1-Hydroxynaphthalene-7-sulfonic acid, 3:890 Indan (hydrindene), 3:1067 1-Hydroxynaphthalene-8-sulfonic acid, 3:890 5-Indanol, 3:1067 2-Hydroxynaphthalene-1-sulfonic acid, 3:874, 890 Indanthren Bordeaux RR, 2:458 see also Oxy Tobias acid Indanthren Brilliant Orange GR, 2:458 2-Hydroxynaphthalene-6-sulfonic acid, 3:874, 891 Inderal, 3:880 see also Schaeffer acid see also 1–Isopropylamino–3–(1–naphthoxy)–2–propanol 2-Hydroxynaphthalene-7-sulfonic acid, 3:874, 891 Indium fluoroborate, 1:351 see also F Acid Indole, 2:735 2-Hydroxynaphthalene-8-sulfonic acid, 3:874, 892 toxicology, 2:737 see also Crocein acid Indole-3-acetic acid, 2:736, 737 2-Hydroxynaphthalene-4-sulfonic acid, 3:891 Indole-3-aldehyde, 2:736 Hydroxynaphthalenesulfonic acids Indole-3-butanoic acid, 2:736 dissociation constants for hydroxyl groups, 3:888 Indoline, 2:736 1312 Indophenol – Itaconic acid Index

Indophenol, 3:881 3-Isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate (IPDI), 2:785 Infusion solutions, 1:200 Isodecanoic acid, 2:444, 445 Inosinic acid 4-Isododecylphenol, 3:1062 for purine derivatives production, 3:1132 D,L-Isoleucine, 1:175 Intraval, 3:1264 L-Isoleucine, 1:167, 172, 1:202 Iodogen, 2:494 production, 1:183 Ionac Pfaz, 1:235 Isomerization Ion-exchange chromatography of phenylated oxiranes, 1:60 of amino acids, 1:211 Isonate, 2:797 Ionic compressor, 2:755 Isonitrile Ionic liquids, 2:741 from primary amines, 1:117 anion metathesis, 2:745 Isononanoic acid, 2:436, 444 of 1-butyl-3-methylimidazolium type, 2:743 Isooctanoic acid, 2:436, 441, 443, 445 characteristics, 2:742 Isooctyl mercaptoacetate, 3:870 chloride-free, 2:746 Isooctylphenol, 3:1062 corrosion, 2:757 Isopentenyl diphosphate, 3:1188 definition, 2:742 Isophorone (IP), 2:829 electrochemical window, 2:744 see also 3,5,5-Trimethyl-2-cyclohexen-1-one of 1-ethyl-3-methylimidazolium type, 2:743 Isophorone diamine, 1:148, 2:829 gas separations, 2:749 see 3-Aminomethyl-3, 5, 5-trimethylcyclohexylamine Lewis acid-based, 2:745 Isophorone diamine dihydrochloride liquid separations, 2:749 phosgenation of, 2:791 as performance chemicals, 2:754 Isophorone diisocyanate (IPDI), 2:781, 829 preparation with microwaves, 2:747 Isophthalic acid, 2:450 solvents for synthesis and catalysis, 2:747 Isoprene typical synthesis path, 2:745 from cyclopentadiene, 2:576 Ionquest 801, 3:1116 Isopropenyl acetate, 2:805, 830 Iopamidol, 3:960 4-Isopropenylphenol, 3:1067 IPC, 2:500 oligomers, 3:1067 IPPD, 3:984 2-Isopropoxyphenol, 3:1083 Iprodione, 1:209 Isopropyl amine, 1:115 Ipronidazole, 2:728 Isopropylamine toxicology, 2:731 toxicology, 1:154 Iprovalicarb, 1:208 1-Isopropylamino-3-(1-naphthoxy)-2-propanol, 3:880 Irgafos, 3:1112 see also Inderal Irgafos P-EPQ, 3:1109 Isopropyl carbamate, 1:400 Irganox 1093, 3:1116 Isopropyl chloroformate, 2:498 Irganox 1222, 3:1116 toxicology, 2:501 Irgastab, 3:1112 Isopropyl cyanoacetate, 2:857 Iron 2-Isopropylimidazole, 2:726 carbonyl iron powder, 2:774 toxicology, 2:729 reduction with Fe and NaOH, 1:280 Isopropyl isocyanate (i-PrI), 2:782 Iron carbonyl hydride, 2:772 2-isopropyl-5-methyl-1,4-benzoquinone [490-91-5], 1:312 Iron chromium oxide, 2:775 2-Isopropyl-3-methyl-phenol, 3:1050 Iron compounds, 2:771 2-Isopropyl-4-methylphenol Iron dimethyldithiocarbamate, 2:605, 615, 618 production, 3:1051 Iron fluoroborate, 1:351 2-Isopropyl-4-methyl-phenol, 3:1050 Iron oxide, red 4-Isopropyl-3-methylphenol from pentacarbonyl iron, 2:775 production, 3:1052 Iron whiskers 4-Isopropyl-3-methyl-phenol, 3:1050 from pentacarbonyl iron, 2:775 5-Isopropyl-3-methyl-phenol, 3:1050 Irradian, 1:201 5-Isopropyl-3-methylphenol (isothymol) Isoamyl alcohol, 3:1024 production, 3:1052 see also 3–Methyl–1–butanol 6-Isopropyl-2-methylphenol sec-Isoamyl alcohol, 3:1024 production, 3:1052 see also 3–Methyl–2–butanol 6-Isopropyl-2-methyl-phenol, 3:1050 Isoamylamine, 1:125 2-Isopropyl-4(5)-nitroimidazole, 2:726 Isoamylene oxide, 2:639 2-Isopropylphenol, 3:1050 Isoamyl ester phosphinate, 3:1110 production, 3:1050 Isobutylaluminoxane (IBAO), 1:102 3-Isopropylphenol, 3:1050 Isobutylaluminum dichloride, 1:94 production, 3:1051 Isobutylamine, 1:115 Isopropyl phenyl ether, 3:1051 2-Isobutylamino-5-sulfobenzoic acid, 1:269 p-Isopropylphenyl isocyanate (p-IPPI), 2:783 Isobutyl carbamate, 1:400 3-(4-Isopropylphenyl)-2-methylpropanal, 1:60, 63 Isobutylidenediurea, 3:1279 see also Cyclamenaldehyde Isobutyl methylphosphinate, 3:1110 4-Isopropyltoluene, 3:1192 2-(4-Isobutylphenyl)propanal [51407-46-6], 1:62 Isoquinoline, 3:1147 2-(4-Isobutylphenyl)-propanal, 1:60, 62 toxicology, 3:1148 Isobutyraldehyde Isoquinoline red, 3:1148 TMPD glycol from, 1:48 Isosebacic acid, 2:592 Isobutyric acid 2:436, 441, 442 Isothiocyanates see also 2-Methylpropanoic acid physical and chemical properties, 3:1206 Isobutyronitrile, 3:937 Isothiocyanates, organic see also 2-Methylpropanenitrile toxicology, 3:1210 N-Isobutyrylcysteine, 3:1218 uses, 3:1205 Isobutyryl fluoride, 2:446 Isothiourea, 3:1255 Isocamphane, 3:1195 Isotridecanoic acid, 2:436, 441 Isocaproic acid, 2:436, 441 Isovaleric acid 2:436, 441, 443 see also 2-Methylpentanoic acid see also 3-Methylpentanoic acid Isocyanates, aliphatic Isoxyl, 3:1264 from amines and COCl2, 1:116 Itaconic acid, 2:594, 595 Isocyanates, organic, 2:781 see also 2-Methylenebutanedioic acid toxicology, 2:796 Itaconic acid Vol. 1 to 3 J Acid imide – Maleic anhydride 1313

J L-Leucine, 1:167, 172 J Acid imide, 3:919 production, 1:184 0 see also 7,7 –Iminobis(4–hydroxynaphthalene–2–sulfonic acid L-tert-Leucine, 1:175 J Acid urea, 3:920 Leuckart–Wallach see also 7,70–Urylenebis(4–hydroxynaphthalene–2–sulfonic acid amine synthesis, 1:119 Jaypol, 3:1115 Leuconostoc mesenteroides, 1:212 Jaypol 210, 3:1115 Levodopa, 1:203 Jestrosemin, 1:202 Levothym, 1:204 Levulinic acid, 3:1019 K see also 4-Oxopentanoic acid toxicology, 3:1020 Kalle’s acid, 3:874 Lewatit S100, 3:1042 see also 1-Aminonaphthalene-2,7-disulfonic acid Lilial, 1:60, 63 Kalma, 1:203 see also 3-(4-tert-Butylphenyl)-2-methylpropanal, Ketene, 2:801 Liming-out process, 3:874 chiral lactones from, 2:805 Limone, 3:1187 diketene from, 2:804 Limonene dioxide polymerization, 2:803 toxicology, 2:642 toxicology, 2:812 Linalool, 2:573 trimer, 2:806 Linuron, 1:403 Ketene insertion, 2:803 Lipitor, 1:11 Ketenes, 2:801 Lipoic acid, 3:1222 higher ketenes, 2:811 Lithium, 2:839 higher ketenes, toxicology, 2:813 Lithium alkyls, 2:839 b-Ketobutyronitrile, 3:940 Lithium aluminum deuteride, 2:691 see also Acetylacetonitrile Lithium bis(trimethylsilyl)amide, 2:843 Ketoglutaric acid, 3:1016 Lithium borohydride, 2:682 Ketoketenes, 2:811 see also Lithium tetrahydridoborate Ketone, 2:817 Lithium tert-butoxide, 2:843 bisphenols from, 3:1077 Lithium compounds, organic, 2:839 b-Ketonitriles, 3:940 Lithium deuteride, 2:677 Ketonization Lithium diisopropylamide (LDA), 2:843 of carboxylic acids, 2:818 Lithium hexamethyldisilazide (LHMDS), 2:843 Ketoprofen, 3:937 see Lithium bis(trimethylsilyl)amide Ketotifen fumarate, 3:1247 Lithium hydride, 2:676 Kevlar, 2:452 Lithium (tri-tert-butoxy)hydridoaluminate, 2:691 see also Poly(p-phenylene terephthalamide) Lithium methoxide, 2:843 Kharasch effect, 1:68 Lithium tetrahydridoaluminate (lithium alanate), 2:689 Kinnear–Perren reaction, 3:1104 see also Lithium aluminum hydride Klartan, 1:209 Lithium tetrahydridoborate (lithium boranate), 2:682 Knapsack phosphate esters, 3:1119 see also Lithium borohydride Knoevenagel condensation, 3:1173 Lithium triethylborohydride (lithium triethylhydridoborate), Koch acid, 3:874 2:682 see also 1-Aminonaphthalene-3,6, 8-trisulfonic acid Lobarthrose, 1:204 Kolbe nitrile synthesis, 2:707 Lonacol, 2:618 Kolbe–Schmitt reaction, 2:453, 716, 3:1040 Longifolene, 3:1197 Marasse modification, 3:884 Lornoxicam, 3:1251 for production of 3-hydroxy-2-naphthoic acid, 3:885 Lubricants Kronitex, 3:1118 ionic liquids as, 2:750 K-Selectride, 2:679 Lupasol, 1:234 KUMAC SDD, 2:615 Lupranat/e, 2:797 Kwashiorkor, 1:214 Luxate, 2:797 Kynamro, 1:8 Levotonine, 1:204 D,L-Lysine L acetylsalicylate, 1:202 Labdane, 3:1187 as drug, 1:202 Lactams, 2:446 monohydrochloride, 1:202 Lactic acid, 2:705, 3:1015 L-Lysine, 1:172, 202 Lactide, 2:705 acetate, 1:202 Lactobacillus arabinosus, 1:212 L-aspartate, 1:202 Lactones, 2:706 as drug, 1:202 Lactonitrile, 3:939 L-glutamate, 1:202 see also 2-Hydroxypropanenitrile; a-Hydroxypropionitrile L-malate, 1:202 Laevil, 1:201 monohydrate, 1:202 Lake Red C, 1:273 monohydrochloride, 1:202 Lanostane, 3:1187 production, 1:184 Laristine, 1:202 D,L-Lysine hydrochloride, 1:175 Latamoxef, 3:1209 2: Lauric acid, 436, 445 M see also Dodecanoic acid Madelung synthesis, 2:735 Lauryl bromide, 1:372 Magic acid, 3:1177 Lawesson’s reagent, 3:1216 Magnesiocard, 1:201 Lead dithiocarbamates, 2:605, 615 Magnesium compounds, 2:845 Lead fluoroborate, 1:351 Magnesium hydride, 2:679 Leberam, 1:201 Magnesium Verla, 1:201, 202 Leomin, 3:1119 Magnetic liquid, 2:776 Leopental, 3:1264 Maillard reaction Lethane 60, 3:1205 flavors by, 1:195 Lethane 384, 3:1204, 1205 Malathion, 3:1121 Letter acid, 3:874 Maleic acid, 2:595 see also Acid see also cis-Butenedioic acid Leuchs anhydrides, 1:170 Maleic anhydride D,L-Leucine, 1:175 hydrogenation to butyrolactone, 1:393 1314 Malic acid – 2-Methyl-1,4-benzoquinone Index

Malic acid, 2:705, 712 aluminoxanes in, 1:103 (R)-(+)-malic acid, 2:712 Metal powder (S)-()-malic acid, 2:712 production from metal hydrides, 2:695 Malonates (esters), 2:853 by reduction of metal salts with NaH, 2:678 Malonic acid, 2:585, 851 Metals, cleaning see also Propanedioic acid descaling with sodium hydroxide, 2:678 toxicology, 2:864 Metanilic acid, 1:262 Malononitrile, 2:860 see also 3-Aminobenzenesulfonic acid dipotassium salt, 2:861 Metathesis disodium salt, 2:861 in ionic liquid synthesis, 2:745 synthetic routes, 2:852 Metathion, 3:1006 Mancozeb, 2:618 see also Fenitrothion Mandelamine, 2:721 Methacrylonitrile, 3:938 Mandelic acid, 2:705, 721 see also 2-Methyl-2-propenenitrile Mandelic acid tropine ester, 2:721 Methallyl acetate, 1:79 D,L-Mandelonitrile, 2:721, 3:943 Methallyl alcohol, 1:77 see also Benzaldehyde cyanohydrin Methallylamine, 1:83 Mandropine, 2:721 Methanearsonic acid, 1:228 Maneb, 2:618 Methanesulfinyl chloride, 3:1157 Maneb Wettable Powder, 2:618 Methanethiol, 3:1216 Manganese ethylenebis(dithiocarbamate), 2:604, 618 Methaphenilene, 3:1245 Mannich base, 3:1040 Methapyrilene, 3:1245 Mannich reaction, 2:827 Methazate, 2:615 quasi-Mannich reaction, 3:1114 Methiacil, 3:1263 Manzate, 2:618 Methiocil, 3:1263 Marasmus, 1:214 D,L-Methionine, 1:175, 202 Marasse carboxylation, 2:716 production, 1:185 Marfey’s reagent, 1:212 L-Methionine, 1:167, 172 Marlophor, 3:1119 production, 1:185 Masquol NTA, 3:951 Methiosulfonium chloride, 1:204 Mataven L, 1:207 Methiosulfonium iodide, 1:204 Matrixyl, 1:205 4-Methoxybenzenesulfonic acid, 1:266 Mavrik, 1:209 Methoxycarbonyl isothiocyanate, 3:1206 McCormack reaction, 3:1105 1-Methoxy-2,4-dinitrobenzene, 3:1005 Mebutamate, 1:44 see also 2,4-Dinitroanisole Mecoprop, 2:520 2-Methoxyethanol, 2:692 toxicology, 2:523 2-Methoxyethyl cyanoacetate, 2:857 Mecysteine hydrochloride, 1:204 a-Methoxymethyl-2-nitroimidazole-1-ethanol Melamine, 2:550 toxicology, 2:731 Melamine [108-78-1], 3:1274 2-Methoxynaphthalene, 3:882 Meldrum’s acid, 2:852 see also Nerolin, Mellitic acid, 2:450 4-Methoxynitrobenzene, 3:1004 see also Benzenehexacarboxylic acid see also 4-Nitroanisole Mellitic trianhydride, 2:456 Methyl acetate Mellophanic acid, 2:450 acetic anhydride from, 2:804 see also 1,2,3,4-Benzenetetracarboxylic acid Methyl acetoacetate, 2:809 Mellophanic dianhydride, 2:456 Methyl alkyl ketones, higher, 2:823 p-Menthane, 3:1187, 1191 Methylaluminoxan (MAO), 1:102 isomers, 3:1191 Methylaluminum dichloride, 1:93 1-p-Menthene-8-thiol, 3:1217 Methylaluminum sesquichloride, 1:93 Meprobamate, 1:43 Methyl 3-aminocrotonate, 2:811 Mercaptoacetaldehyde, 2:463 Methyl 3-amino-4-methylthiophene 2-carboxylate, 3:1250 Mercaptoacetic acid (Thioglycolic acid), 2:475, 478, 3:869 5-Methyl-2-aminothiophene-3-carbonitrile, 3:1251 toxicology, 3:870 Methyl 3-aminothiophene 2-carboxylate, 3:1250 Mercaptobenzimidazole, 3:1227 Methyl amyl ketone (MAK), 2:822 2-Mercaptobenzothiazole (MBT) see also 2-Heptanone as corrosion-inhibitor, 3:1230 4-Methylanisole, 3:1083 2-Mercapto-1,3-benzothiazole, 3:1227 Methylarsine bis(dimethyldithiocarbamate), 1:228 2-Mercaptobenzoxazoles Methylarsine sulfide, 1:228 as pharmaceuticals, 3:1229 2-Methylaziridine, 1:233 Mercaptoethanol, 3:1217 4-Methyl-1,3-benzenedisulfonamide, 1:258 2-Mercaptonicotinic, 3:1226 4-Methyl-1,3-benzenedisulfonic acid, 1:257 6-Mercaptopurine, 3:1132 4-Methyl-1,3-benzenedisulfonyl chloride, 1:258 2-Mercapto-4[3H]-quinazolinone, 3:1226 N-Methyl-benzenesulfonamide, 1:253 2-Mercaptothiazoles, 2:610 2-Methylbenzenesulfonamide, 1:256 2-mercaptothiophene, 3:1248 3-Methylbenzenesulfonamide, 1:256 2-Mercapto-4,4,6-trimethyl-4H-1,3-thiazine, 2:612 4-Methylbenzenesulfonamide, 1:257 3-Mercapto-D-valine, 1:204 Methyl benzenesulfonate, 1:253 Mesaconic acid, 2:595 2-Methylbenzenesulfonic acid, 1:256 see also 2-Methyl-trans-butenedioic acid 3-Methylbenzenesulfonic acid, 1:256 Mesidine, 3:980 4-Methylbenzenesulfonic acid, 1:256 see also 2,4,6-Trimethylaniline Methylbenzenesulfonic acids, 1:255 Mesityl oxide, 2:828, 853 see also Toluenesulfonic acids see also 4-Methyl-4-penten-2-one 2-Methylbenzenesulfonyl chloride, 1:256 toxicology, 2:835 3-Methylbenzenesulfonyl chloride, 1:256 Mesoxalic acid, 2:708 4-Methylbenzenesulfonyl chloride, 1:257 Metal acetylacetonates, 2:830, 831 see also Tosyl chloride Metalaxyl, 1:209 Methyl benzoate, 1:301 Metalcaptase, 1:205 hydrogenation to benzyl alcohol, 1:321 Metal chelates 2-Methylbenzoic acid, 1:303 of EDTA, 2:646 3-Methylbenzoic acid, 1:303 of nitrilotriacetic acid, 3:950 4-Methylbenzoic acid, 1:304 Metallocene 2-Methyl-1,4-benzoquinone [553-97-9], 1:311 Vol. 1 to 3 a-(Methylbenzyl)phenols – 3-Methyl-2-pentanone 1315 a-(Methylbenzyl)phenols (styrenated phenols), 3:1066 2-Methyleneglutaric acid, 2:595 Methyl bromide, 1:375 see also 2-Methylenepentanedioic acid see also Bromomethane 2-Methyleneglutaronitrile, 3:938 2-Methylbutanoic acid, 2:436 see also 2,4-Dicyano-1-butene see also 2-Methylbutyric acid 2-Methylenepentanedioic acid, 2:595 3-Methylbutanoic acid, 2:436 see also 2-Methyleneglutaric acid see also Isovaleric acid Methyl N-ethyl carbamate, 1:400 2-Methyl-1-butanol, 3:1028 Methylethylketene, 2:812 optically active, 3:1024 2-Methyl-3-furanthiol, 3:1225 2-Methyl-2-butanol, 3:1024, 1029 Methyl glycolate, 2:710 see also tert-Amyl alcohol Methylglyoxal, 3:1016 3-Methyl-1-butanol, 3:1024, 1028 5-Methyl-3-heptanone, 2:825 see also Isoamyl alcohol see also Amyl ethyl ketone 3-Methyl-2-butanol, 3:1024, 1025 3:1029 toxicology, 2:835 see also sec-Isoamyl alcohol 5-Methyl-2-hexanone, 2:822 optically active, 3:1025 see also Methyl isoamyl ketone 3-Methyl-2-butanone, 2:818 toxicology, 2:834 see also Methyl isopropyl ketone Methyl hexyl ketone (MHK), 2:822 toxicology, 2:834 Methyl 4-hydroxybenzoate, 2:718 2-Methyl-cis-butenedioic acid, 2:595 4(5)-Methyl-5(4)-hydroxymethylimidazole, 2:726 see also Citraconic acid 1-Methylimidazole, 2:726 2-Methyl-trans-butenedioic acid, 2:595 toxicology, 2:729 see also Mesaconic acid 2-Methylimidazole, 2:726 2-Methyl-2-butene oxide, 2:639 toxicology, 2:730 3-Methyl-3-buten-2-one, 2:828 4-Methylimidazole see also Methyl isopropenyl ketone toxicology, 2:730 N-Methylbutylamine, 1:115 4(5)-Methylimidazole, 2:726 3-Methylbutylamine, 1:115 2-Methylindole, 2:737 Methyl sec-butyl ketone, 2:820 3-Methylindole, 2:735 see also 3-Methyl-2-pentanone Methyl isoamyl ketone (MIAK), 2:822 2-Methylbutyric acid, 2:436, 443 see also 5-Methyl-2-hexanone see also 2-Methylbutanoic acid Methyl isobutyl ketone (MIBK), 2:819 Methyl carbamate, 1:400 see also 4-Methyl-2-pentanone 3-Methyl-5-carboxymethyltetrahydro-2H-1,3,5-thiadiazine-2-thione, 2:612 Methyl isocyanate (MI), 2:782 Methyl chloroacetate, 2:475, 480 Methyl isopropenyl ketone, 2:828 Methyl chloroformate, 2:498 see also 3-Methyl-3-buten-2-one toxicology, 2:501 Methyl isopropyl ketone (MIPK), 2:818 Methyl 4-(chloromethyl)benzenesulfonate, 1:257 see also 3-Methyl-2-butanone a-Methylcinnamaldehyde, 1:60, 64 1-Methyl-2-isopropyl-5-nitroimidazole, 2:726 Methyl cinnamate, 2:530 Methyl isothiocyanate (MIT), 3:1206, 1209 Methyl cinnamates, 2:530 see also Isothiocyanatomethane Methyl cumate, 2:615 N-Methyl J acid, 3:919 Methyl cyanoacetate, 2:857 see also 4–Hydroxy–7–methylaminonaphthalene– N-Methylcyclohexylamine, 1:127 2–sulfonic acid Methyl L-cysteine hydrochloride, 1:204 Methylketene, 2:811, 812 Methyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate, 3:1058 Methyl Ledate, 2:615 Methyl dichloroacetate, 2:481 Methyllithium, 2:842 N-Methyldicyclohexylamine, 1:129 Methylmagnesium bromide, 1:376 2-Methyl-1,3-diepoxybutane Methyl methanesulfinate, 3:1159 toxicology, 2:642 L-S-Methylmethionine, 1:175 3-Methyl-3,4-dihydro-4-oxo-2-thioxo-2H-1,3-thiazine, 2:611 L-Methylmethionine sulfonium chloride, 1:204 Methyl N,N-dimethyl carbamate, 1:400 Methyl 4-methylbenzenesulfonate, 1:257 4-Methyl-1,3-dioxolan-2-one, 1:407 N-Methylmethyl carbamate, 1:400 see Propylene carbonate 4-Methyl-2-(1-methylcyclohexyl)phenol, 3:1065 2-Methyl-2,5-dioxo-1,2-oxaphospholane, 3:1111 N-Methylmorpholine, 1:133 N-Methyldipropylenetriamine, 1:150 4-Methyl-3-nitroacetophenone, 3:1007 Methyl DOPA, 3:961 2-Methyl-3-nitroaniline, 3:993 see also Aldomet 2-Methyl-4-nitroaniline (MNA), 3:993 2,20-Methylenebis(6-bromo-4-chlorophenol), 3:1090 see also 5-Nitro-o-toluidine see also Bromochlorophene 2-Methyl-5-nitroaniline, 3:993 2,20-Methylene bis(6-tert-butyl-3-methylphenol), 3:1076 see also 4-Nitro-o-toluidine 2,20-Methylenebis(6-tert-butyl-4-methylphenol) (BPH), 3:1059 4-Methyl-2-nitroaniline, 3:993 4,40-Methylenebis(6-tert-butyl-3-methylphenol), 3:1059 see also 3-Nitro-p-toluidine 2,20-Methylenebis(4-chlorophenol), 3:1089 1-Methyl-2-nitrobenzene, 3:973 see also Dichlorophene see also 2-Nitrotoluene Methylene bis(4,40-cyclohexylamine), bis(4-aminocyclohexyl)methane, 1:129 1-Methyl-3-nitrobenzene, 3:976 see 4, 40-Diaminodicyclohexylmethane see also 3-Nitrotoluene 4,40-Methylenebis(2,6-di-tert-butylphenol), 3:1057, 1058 1-Methyl-5-nitroimidazole, 2:726 4,40-Methylenebis(2,6-dichlorophenol), 3:1089 toxicology, 2:731 Methylene bis(dithiocarbamates), 2:610 2-Methyl-4(5)-nitroimidazole, 2:726, 3:1009 Methylenebis(thiocyanate) (MBT), 3:1204 toxicology, 2:731 2,20-Methylenebis(3,4,6-trichlorophenol), 3:1090 2-Methyl-2-nitro-1,3-propanediol, 3:961 see also Hexachlorophene 2-Methyl-2-nitro-1-propanol (NMP), 3:961 Methylene bromide, 1:376 Methyl 5-norbornen-2-yl ketone, 2:828 see also Dibromomethane 4-Methyl-1-oxa-4-azacyclohexane, 1:133 2-Methylenebutanedioic acid, 2:595 see N-Methylmorpholine see also Itaconic acid Methyl parathion, 3:1004, 1120 Methylene chlorobromide, 1:376 2-Methylpentanoic acid, 2:436 a 4,4’-Methylenedicyclohexyl diisocyanate (H12MDI) , 2:785 see also Isocaproic acid 4,40-Methylenediphenyl diisocyanate (MDI), 2:784 4-Methyl-2-pentanol, 2:820 4,40-Methylenediphenyl diisocyanate, polymeric (PMDI), 2:784 see also Methyl isobutyl carbinol Methylene diphenylene isocyanate (MDI) 3-Methyl-2-pentanone, 2:820 from nitrobenzene, 3:970 see also Methyl sec-butyl ketone 1316 4-Methyl-2-pentanone – 2,6-Naphthalenediamine Index

4-Methyl-2-pentanone, 2:819, 828 Metronidazole, 2:654, 727, 3:1009 see also Methyl isobutyl ketone toxicology, 2:731 toxicology, 2:834 Michael addition, 3:955 4-Methyl-2-pentanone peroxide, 2:819, 820 Michaelis–Arbusov reaction, 3:1108, 1110, 1112, 1114 3-Methyl-3-penten-2-one, 2:821 Microbiological analysis 4-Methyl-4-penten-2-one, 2:828 of amino acids, 1:212 see also Mesityl oxide Milban, 2:618 toxicology, 2:834 Mildothane, 3:1210, 1265 Methyl pentyl ketone, 2:822 Millionate, 2:797 see also 2-Heptanone Milneb, 2:619 Methylperimidine, 3:900 Mirogastrin, 1:202 4-Methylphenylacetaldehyde [104-09-6], 1:61 Misonidazole 4-Methylphenylacetaldehyde, 1:60 toxicology, 2:731 Methylphenylketene, 2:812 MITC-FUME, 3:1209, 1210 Methyl phenyl ketone, 2:832 Mitotane, 2:466 see also Acetophenone Modumate, 1:201 toxicology, 2:834 Molecular rotation, 1:167, 168 Methylphosphine, 3:1100 Moltanine, 1:204 Methylphosphinic acid, 3:1104 Mondur, 2:797 Methylphosphonic acid, 3:1115 Monex, 2:616 Methylphosphonic acid dichloride, 3:1114 Monoalkylammonium nitrate salts N-Methylpiperazine, 1:134 preparation, 2:746 1-Methylpiperazine, 1:134 Monoalkyl phosphates, 3:1119 see N-Methylpiperazine Monochloroacetaldehyde, 2:461 N-Methylpiperidine, 1:131 Monochloroacetic acid N-methyl-1,3-propanediamine, 1:146 see Chloroacetic acid (chloroethanoic acid, monochloroacetic acid) [79-11-8] see 1-Amino-3-methylaminopropane Monochloro-o-phenylphenol (MCOPP), 3:1087 2-Methyl-1,3-propanediol, 1:44 see also 5–Chloro–2–hydroxybiphenyl 2-Methylpropanenitrile, 3:937 Monocyclic monoterpenes, 3:1191 see also Isobutyronitrile Monoethyl phosphonate 2-Methyl-2-propanethiol, 3:1121, 1216 aluminum salt Al[C2H5OPH(O)]3, 3:1113 2-Methylpropanoic acid, 2:436, 441 Monomethylurea [598-50-5], 3:1276 see also Isobutyric acid Monothiophosphates, 3:1120 2-Methyl-2-propenenitrile, 3:938 Mono Thiurad, 2:616 see also Methacrylonitrile Morantel, 3:1249 2-Methyl-2-propen-1-ol, 1:77 Mordant Black 1, 3:917 see Methallyl alcohol Mordant Black 3, C.I. 14640, 3:881, 916 D,L-1-Methylpropylamine, 1:115 Mordant Black 9, C.I. 16500, 3:883 2-Methyl-2-propyl-1,3-propanediol, 1:43 Mordant Black 11, 3:917 2-Methyl-2-propyl-1,3-propanediol dicarbamate, 1:43 Mordant Black 15, 3:883 N-Methylpyrrolidine, 1:130 Mordant Black 56, 3:896 1-Methylpyrrolidine, 1:130 Mordant Red 7, C.I. 18760, 3:916 see N-Methylpyrrolidine Morpholine, 1:132 N-Methyl-2-pyrrolidone (NMP), 1:392, 2:447, 3:1138 toxicology, 1:157 5-Methyl-2-pyrrolidone, 3:1020 4-Morpholinecarbaldehyde, 1:133 1-Methyl-2-pyrrolidone N-Methyl-2-pyrrolidone (NMP) [872-50-4], 3:1138 see N-Formylmorpholine 2-Methylquinoline, 3:1146 Morpholinocarbamoyl chloride 4-Methylquinoline, 3:1146 toxicology, 1:405 Methyl Selenac, 2:615 2-Morpholinoethylamine, 1:133 a-Methylstyrene, 1:62 see N-(2-Aminoethyl)morpholine see aldehydes from m-Tolyl isocyanate (m-TI), 2:782 4-Methylstyrene MTU, 3:1263 aldehydes from, 1:62 Mucic acid, 2:708 4-Methylstyrene oxide Muconic acid, 2:595 toxicology, 2:642 see also 2,4-Hexanedioic acid N-Methylsulfonamide, 3:995 monomethyl ester, 3:1069 1-Methyl-[1H]-tetrazole-5-thiol, 3:1226 Musk ambrette, 3:1059 5-Methyl-1,3,4-thiadiazole-2-thiol, 3:1226 Mycrene, 3:1187, 1189 N-Methylthiazolidine-2-thione, 2:611 Mykon P60, 3:1115 N-Methylthiazoline-2-thione, 2:610 Mylone, 2:619 Methyl thiocyanate, 3:1204 Mylotarg, 1:8 Methylthioformimidic chloride, 2:612 2-Methylthiophene N toxicology, 3:1251 N-521, 2:619 2-Methylthiophene [554-14-3], 3:1245 Na-DMDT, 2:618 2-Methylthiophene, 3:1249 Nadolol, 3:880 3-Methylthiophene, 3:1249 Nadoxolol, 3:880 toxicology, 3:1251 Nafcillin, 3:882 3-methylthiophene, 3:1243 N-(2-Aminoethyl)-2-pyrrolidone [24935-08-8], 3:1141 3-Methylthiophene [616-44-4], 3:1245 Naphthalene Methylthiophosphonic acid dichloride, 3:1114 sulfonation, 3:874 3-Methylthio-1,2,4-triazine-5(4H)-ones Naphthalene Derivatives, 3:873 in herbicides, 3:1230 1,2-Naphthalenediamine, 3:899 Methylthio-1,3,5-triazines 1,3-Naphthalenediamine, 3:899 in herbicides, 3:1230 1,4-Naphthalenediamine, 3:899 Methyltin trichloride, 3:1271 1,5-Naphthalenediamine, 3:899 Methyl trichloroacetate, 2:483 see also Alphamin; 1, 5–Diaminonaphthalene 2,20-(1-Methyltrimethylenedioxy)bis-(4-methyl-1,30,2-dioxaborinane), 1:361 1,6-Naphthalenediamine, 3:899 Methyl-Tuads, 2:617 1,7-Naphthalenediamine, 3:899 6-Methyluracil, 2:810 1,8-Naphthalenediamine, 3:900 Methyl vinyl ketone, 2:827 see also 1,8–Diaminonaphthalene; Deltamin see also 3-Buten-2-one 2,3-Naphthalenediamine, 3:899 3-Methylxanthine, 3:1132 2,6-Naphthalenediamine, 3:899 Vol. 1 to 3 2,7-Naphthalenediamine – Nitroalcohols 1317

2,7-Naphthalenediamine, 3:899 Naptalam, 3:898 1,8-Naphthalenedicarboxylic acid, 2:450 see also N–1–Naphthylphthalamic acid see also Naphthalic acid Natural moisturizing factor, 1:205 2,6-Naphthalenedicarboxylic acid, 2:450, 453, 458 Naugard, 3:1112 Naphthalene-1,4-dicarboxylic acid dinitrile, 3:945 NDBC, 2:615 see also 1,4-Dicyanonaphthalene N-Dodecyl-2-pyrrolidone [2687-96-9], 3:1141 Naphthalene-2,6-dicarboxylic acid dinitrile, 3:945 Nebularine, 3:1132 see also 2,6-Dicyanonaphthalene Nemafax, 3:1265 1,5-Naphthalene diisocyanate (NDI), 3:899 Neo acids, 2:440, 444, 445 1,2-Naphthalenediol, 3:883 Neoasozin, 1:228 1,3-Naphthalenediol (naphthoresorcinol), 3:883 Neo-Carbimazole, 3:1263 1,4-Naphthalenediol, 3:883 Neo-Mercazole, 3:1263 1,5-Naphthalenediol, 3:883 Neo-Morphazole, 3:1263 see also 1,5–Dihydroxynaphthalene; Azurol Neopentyl alcohol, 3:1024 1,6-Naphthalenediol, 3:884 see also 2,2–Dimethyl–1–propanol 1,7-Naphthalenediol, 3:884 Neopentyl glycol, 1:40 1,8-Naphthalenediol, 3:884 see also 2,2-Dimethyl-1, 3-propanediol 2,3-Naphthalenediol, 3:884 Neo-Thyreostat, 3:1263 2,6-Naphthalenediol (2,6-naphthohydroquinone), 3:884 Neo-Tomizol, 3:1263 2,7-Naphthalenediol, 3:884 Neral, 3:1263 Naphthalenediols, 3:883 see also Citral b Naphthalene-1,3-disulfonic acid, 3:877 Nerolidol, 2:573 Naphthalene-1,5-disulfonic acid, 3:877 Nerolin, 3:882 see also Armstrong Acid see also 2–Methoxynaphthalene Naphthalene-1,6-disulfonic acid, 3:877 Nerolin ‘‘new’’, 3:882 Naphthalene-1,7-disulfonic acid, 3:877 see also 2–Ethoxynaphthalene Naphthalene-2,6-disulfonic acid, 3:878 Neryl diphosphate, 3:1188 Naphthalene-2,7-disulfonic acid, 3:878 Nesdonal, 3:1264 Naphthalene monosulfonic acids, 3:876 N-Ethyl-2-pyrrolidone [2687-91-4], 3:1141 Naphthalene-1-sulfonic acid, 3:876 Neutron moderator Naphthalene-2-sulfonic acid, 3:876 metallic hydrides, 2:694 Naphthalenesulfonic acids, 3:874 zirconium hydride, 2:696 salts, 3:876 N-(2-Hydroxyethyl)-2-pyrrolidone [3445-11-2], 3:1141 1,4,5,8-Naphthalenetetracarboxylic acid, 2:450, 458 N-(1-Hydroxyethyl)-2-pyrrolidone (HEP) 1,4,5,8-Naphthalenetetracarboxylic dianhydride, 2:456, 458 production of N-vinyl-2-pyrrolidone, 3:1141 Naphthalene-1,3,5,7-tetrasulfonic acid, 3:879 Niagara 9130, 2:618 1-Naphthalenethiourea, 3:898 Nibodur 1098, 2:687 see also ANTU Nickel(II) acetate tetrahydrate, 3:928 Naphthalene-1,3,5-trisulfonic acid, 3:878 Nickel(II) acetylacetonate, 3:928 Naphthalene-1,3,6-trisulfonic acid, 3:878 Nickel compounds, 3:927 Naphthalene-1,3,7-trisulfonic acid, 3:879 Nickel dibutyldithiocarbamate, 2:605 Naphthalic acid, 2:450, 457 Nickel diethyldithiocarbamate, 2:618 see also 1,8-Naphthalenedicarboxylic acid Nickel(II) dimethylglyoximate, 3:929 Naphthalic anhydride, 2:456, 457 see also Bis(dimethylglyoximato) nickel(II) Naphthalimide, 2:457 Nickel fluoroborate, 1:351 see also Naphthalene-1, 8-dicarboximide Nickel(II) formate, 3:929 Naphthanone, 3:882 Nickelocene, 3:930 Naphthionic acid, 3:874 see also Bis(h5-cyclopentadienyl)nickel(II) see also 1-Aminonaphthalene-4-sulfonic acid; Piria’s acid Nickel(II) oxalate dihydrate, 3:929 1-Aminonaphthalene-4-sulfonic acid; Piria’s acid, 3:903 Nickel poisoning antidotes ortho-Naphthionic acid, 3:903 dithiocarbamic acid derivatives, 2:614 see also 1–Aminonaphthalene–2–sulfonic acid Nifurzide, 3:1010 1-Naphthoic acid nitrile, 3:945 Nimorazole, 3:1009 see also 1-Cyanonaphthalene Ninhydrin 2-Naphthoic acid nitrile, 3:945 reaction with amino acids, 1:211 see also 2-Cyanonaphthalene Niridazole, 3:1010 1-Naphthol, 3:879 N-Isopropyl-2-methyl-2-propyl-1,3-propanediol dicarbamate, 1:43 2-Naphthol, 3:881 Nissol, 3:898 Naphthol BN, 3:898 Nitralin, 3:1002 Naphthostyril, 3:905 Nitration Naphthosultam, 3:905 aromatic, 3:966 Naphthosultone, 3:905 aromatic, reaction mechanisms, 3:968 1-Naphthoxyacetic acid, 3:880 high-temperature vapor-phase, of propane, 3:956 2-Naphthoxyacetic acid, 3:880, 882 nitrating agent, 3:967 0 D-3-(2 -Naphthyl)-alanine, 1:175 Nitriles, 3:933 1-Naphthylamine, 3:897 aliphatic, 3:937 see also 1–Aminonaphthalene amines from, 1:119 toxicology, 3:898 araliphatic, 3:941 2-Naphthylamine, 3:898 aromatic, 3:941 see also 2–Aminonaphthalene toxicology, 3:941 toxicology, 3:898 Nitrilotriacetic acid (NTA), 2:645, 3:949 1,5-Naphthylene diisocyanate (NDI), 2:784 in detergents, 3:951 1-Naphthyl isocyanate, 2:782 toxicology, 3:952 1-Naphthyl-N-methylcarbamate, 1:400, 3:880 Nitrilotrimethylenephosphonic acid, 3:1115 see also Carbaryl 4-Nitroacetanilide, 3:991 N-1-Naphthylphthalamic acid, 3:898 2-Nitroacetophenone, 3:1007 see also Naptalam 3-Nitroacetophenone, 3:1007 1-Naphthyl salicylate, 3:880 see also 1-(3-Nitrophenyl)ethanone see also Alphol 4-Nitroacetophenone, 3:1008 Naphtol AS-G, 1:288 see also 4-Nitrophenyl methyl ketone Naphtol as (Naphtol Anilid-S€aure), 3:886, 898 2-Nitro-5-acetylthiophene, 3:1010 Naproxcinod, 1:19 Nitroalcohols Naproxen, 3:882 from aliphatic nitro compounds, 3:957 1318 Nitroalkylphenols – 2-Nitrotoluene-4-sulfonic Index

Nitroalkylphenols, 3:1006 2-(2-nitroethenyl)thiophene, 3:1248 Nitroamines 2-Nitro-1-ethoxybenzene, 1:290 from aliphatic nitro compounds, 3:957 Nitrofen, 3:983, 1004 Nitroamino aromatics, 3:988 5-Nitro-2-furaldehyde, 3:1009 toxicity, 3:992 see also 2-Formyl-5-nitrofuran 4-Nitro-2-aminophenol, 3:1005 Nitrofurantoin, 3:1009 5-Nitro-2-aminophenol, 3:1003 Nitrofurazone, 3:1009 4-Nitro-2-aminophenol-6-sulfonic acid, 3:1001 Nitroguanidine [556-88-7], 2:663 40-Nitro-4-aminostilbene-2,20-disulfonic acid, 3:1000 Nitroheterocycles, 3:1008 2-Nitroaniline (ONA), 3:982, 990 2-Nitrohydroquinone diethyl ether, 3:1005 3-Nitroaniline (MNA), 3:990 see also 2,5-Diethoxynitrobenzene 4-Nitroaniline (PNA), 3:983, 990 2-Nitrohydroquinone dimethyl ether, 3:1005 4-Nitroaniline-2-sulfonamide, 3:1000 see also 2,5-Dimethoxynitrobenzene 2-Nitroaniline-4-sulfonic acid, 3:1000 3-Nitro-4-hydroxyphenylarsonic 4-Nitroaniline-2-sulfonic acid, 3:999 acid, 1:228 3-Nitro-p-anisidine, 3:1005 2-Nitroimidazole, 3:1009 4-Nitro-o-anisidine, 3:1004 4-Nitroimidazole, 2:726, 3:1009 5-Nitro-o-anisidine, 3:1003 toxicology, 2:731 2-Nitroanisole, 1:289, 3:982, 1003 Nitroimidazoles 3-Nitroanisole, 3:1004 toxicology, 2:730 4-Nitroanisole, 3:983, 1004 Nitroketones, 3:1007 see also 4-Methoxynitrobenzene from aliphatic nitro compounds, 3:957 2-Nitroanisole-4-sulfonyl chloride, 3:1003 Nitromethane, 3:955, 959 ipso-Nitroarenium ion, 3:968 4-Nitro-1-methylbenzene, 3:976 2-Nitrobenzaldehyde, 3:973 see also 4-Nitrotoluene 4-Nitrobenzaldehyde, 3:976 3-Nitro-4-methylbenzenesulfonic acid, 3:997 Nitrobenzene-2,5-disulfonic acid, 3:1000 see also 2-Nitrotoluene-4-sulfonic acid Nitrobenzene (oil of mirbane), 3:969 5-Nitro-2-methylbenzenesulfonic acid, 3:998 binary azeotropes, 3:969 see also 4-Nitrotoluene-2-sulfonic acid reduction to hydrazobenzene, 1:279 1-Nitronaphthalene, 3:979 toxicity, 3:972 toxicology, 3:979 3-Nitrobenzenesulfinic acid, 3:996 2-Nitronaphthalene, 3:978, 979 2-Nitrobenzenesulfonamide, 3:995 toxicology, 3:979 3-Nitrobenzenesulfonamide, 3:996 2-Nitrophenol, 3:982, 1003 3-Nitrobenzenesulfonanilide, 3:996 3-Nitrophenol, 3:1004 2-Nitrobenzenesulfonic acid, 3:995 4-Nitrophenol, 3:983, 1004 3-Nitrobenzenesulfonic acid, 3:996 Nitrophenols 4-Nitrobenzenesulfonic acid, 3:996 ether derivatives, 3:1003 Nitrobenzenesulfonic acids 2-Nitrophenol-4-sulfonic acid, 3:1000 derivatives, 3:996 4-Nitrophenylacetic acid, 3:987 2-Nitrobenzenesulfonyl chloride, 3:982, 995 1-(2-Nitrophenyl)ethanol, 3:1007 3-Nitrobenzenesulfonyl chloride, 3:996 1-(3-Nitrophenyl)ethanone, 3:1007 4-Nitrobenzenesulfonyl chloride, 3:998 see also 3-Nitroacetophenone 3-Nitrobenzenesulfonyl fluoride, 3:996 2-Nitrophenyl ethyl ether, 3:1003 2-Nitrobenzidine, 1:286 4-Nitrophenyl ethyl ether, 3:1005 2-Nitrobenzoic acid, 1:290, 306, 3:973 see also 4-Ethoxynitrobenzene 3-Nitrobenzoic acid, 1:290, 307, 3:976 (3-Nitrophenyl)hydrazine, 3:990 4-Nitrobenzoic acid, 1:307, 309, 3:976 (4-Nitrophenyl)hydrazine, 3:991 3-Nitrobenzotrifluoride, 3:988 3-Nitrophenyl-2-hydroxyethylsulfone, 3:996 2-Nitrobenzyl chloride, 3:975, 987 4-Nitrophenyl isocyanate, 3:991 4-Nitrobenzyl chloride, 3:987 4-Nitrophenyl methyl ketone, 3:1008 see also 1-Chloromethyl-4-nitrobenzene see also 4-Nitroacetophenone 4-Nitrobenzyl cyanide, 3:987 2-Nitrophenylpyruvic acid, 3:973 2-Nitrochlorobenzene, 3:981 2-Nitrophenylsulfenyl chloride, 3:995 see also 2-Chloronitrobenzene 1-Nitropropane, 3:955, 961 3-Nitrochlorobenzene, 3:982 2-Nitropropane, 3:955, 961 see also 3-Chloronitrobenzene carcinogenicity, 3:963 4-Nitrochlorobenzene, 3:983 3-Nitropyridine, 3:1008 see also 4-Chloronitrobenzene 4-Nitropyridine N-oxide, 3:1008 Nitrochlorobenzenes Nitroquanil, 3:991 toxicology, 3:984 4-Nitroquinoline, 3:1009 2-Nitro-4-chloro-1-methylbenzene, 3:986 5-Nitroquinoline, 3:1009 see also 4-Chloro-2-nitrotoluene 8-Nitroquinoline, 3:1009 2-Nitro-6-chloro-1-methylbenzene, 3:987 6-Nitrosaccharin, 3:999 see also 2-Chloro-6-nitrotoluene Nitrosobenzene 4-Nitro-2-chloro-1-methylbenzene, 3:987 from nitrobenzene, 3:971 see also 2-Chloro-4-nitrotoluene N-Nitroso derivatives Nitro Compound, aliphatic of amino acids, 1:169 aliphatic amines from, 1:120 1-Nitroso-2-naphthol, 3:882 Nitro compounds, aliphatic (nitroalkanes, nitroparaffins), 3:955 b-Nitrostyrenes see also Nitroalkanes, Nitroparaffins from aliphatic nitro compounds, 3:957 Nitro compounds, aromatic, 3:965 5-Nitro-2-thiazolamine, 3:1010 2-Nitro-p-cresol, 3:1006 see also 2-Amino-5-nitrothiazole 4-Nitro-m-cresol, 3:1006 2-Nitrotoluene (ONT), 3:973 see also 1-Hydroxy-3-methyl-4-nitrobenzene see also 1-Methyl-2-nitrobenzene 6-Nitrodiazo-1,2,4-acid, 3:916, 920 3-Nitrotoluene, 3:976 2-Nitro-1,4-dichlorobenzene, 3:985 see also 1-Methyl-3-nitrobenzene see also 1,4-Dichloro-2-nitrobenzene 4-Nitrotoluene (PNT), 3:976 3-Nitro-1,2-dichlorobenzene, 3:985 see also 4-Nitro-1-methylbenzene see also 1,2-Dichloro-3-nitrobenzene Nitrotoluenes, 3:973 4-Nitrodiphenylamine (PNDPA), 3:984 toxicity, 3:977 Nitroethane, 3:955, 960, 961 2-Nitrotoluene-4-sulfonic acid, 1:291, 3:997 (2-Nitroethenyl)-benzene, 3:960 see also 3-Nitro-4-methylbenzenesulfonic acid Vol. 1 to 3 4-Nitrotoluene-2-sulfonic – Oxy Chicago acid 1319

4-Nitrotoluene-2-sulfonic acid (PNTOS), 3:998 epoxidation, 2:633 see also 5-Nitro-2-methylbenzenesulfonic acid ionic liquids in oligomerization of, 2:752 Nitrotoluenesulfonic acids Koch carbonylation to acids, 2:439 derivatives, 3:997 a-, oxidation to ketones, 2:823 4-Nitrotoluene-2-sulfonyl chloride, 3:999 Oleum 2-Nitro-p-toluensulfonyl chloride, 3:998 as sulfonating agent, 1:243 3-Nitro-p-toluidine (MNPT), 3:993 Oleylamine, 1:137 see also 4-Methyl-2-nitroaniline OMH-1, 2:692 4-Nitro-o-toluidine, 3:993 Omnival, 1:202 see also 2-Methyl-5-nitroaniline Opilionides, 3:1041 5-Nitro-o-toluidine, 3:993 Optically active compounds, 1:167 see also 2-Methyl-4-nitroaniline see chiral compounds 6-Nitro-o-toluidine, 3:993 Optical rotational dispersion (ORD), 1:168 1-Nitro-2,4,5-trichlorobenzene, 3:986 Optimax, 1:203 see also 1,2,4-Trichloro-5-nitrobenzene Orange GC base, 3:983 Nitroxylenes, 3:977 Orange I, 3:881 Nizatidine, 3:960 Organoboranes, 1:357 NJBUD, 2:615 Organometallic Compounds N-Methyl-2-pyrrolidone (NMP) [872-50-4], 3:1138 of antimony, 1:223 toxicology, 3:1142 Organophosphates, 3:1099 N-Methylpyrrolidone N-Methyl-2-pyrrolidone (NMP) [872-50-4], 3:1138 toxicology, 3:1122 N,N0-Bis(1-methylpropyl)-1,4-benzenediamine [101-96-2], 3:1141 Oricel ESL, 2:615 see NVP stabilizer Oricel TBT, 2:617 N,N0-diaminoguanidine [4364-78-7], 2:664 Oricel TP, 2:615 N,N-Dihydroxymethyl-2-oxo-4,5-dihydroxyimidazolidine, 3:1278 Ornicetil, 1:203 N,N-Dihydroxymethyl-2-oxo-4-hydroxy(methoxy)-5,5-dimethylhexahydropyri- Ornidazole midine, 3:1282 toxicology, 2:732 N,N-Dihydroxymethylurea [140-95-4], 3:1278 Ornitaine, 1:203 0 N,N-Dimethyl-N,N -diphenylurea [611-92-7], 3:1276 L-Ornithine, 1:176, 203 N,N-Dimethylurea, symmetric [96-31-1], 3:1276 acetate, 1:203 N,N-Diphenylurea [102-07-8], 3:1276 L-aspartate, 1:203 N,N0-Diphenylurea [603-54-3], 3:1276 as drug, 1:203 N,N,N0,N0-Tetramethylguanidine [80-70-6], 2:666 monohydrochloride, 1:203 N,N0N00-triaminoguanidine [2203-24-9], 2:665 2-oxoglutarate, 1:203 Nocceler PPD, 2:616 Orthanilic acid, 3:995 Nocceler TS, 2:616 Oryzalin, 3:1002 Nocceler ZP, 2:616 Oxalic acid, 2:585 N-Octyl-2-pyrrolidone [2687-94-7], 3:1141 see also Ethanedioic acid Nomersan, 2:618 Oxaloacetic acid, 3:1021 Nomex, 2:452 see also 2-Oxosuccinic acid see also Poly(1,3-phenyleneisophthalamide) 1,3-Oxazines, 2:808 Nonacarbonyl diiron (diiron nonacarbonyl), 2:772 1,3-Oxazolidine-2,5-diones, 1:170 Nonanedioic acid, 2:585 Oxazolidines see also Azelaic acid from aliphatic nitro compounds, 3:957 Nonanoic acid, 2:445 2:436, 443 Oxazolines see also Pelargonic acid from aliphatic nitro compounds, 3:957 Nonylphenol, 3:1062 1,3-Oxazolin-5-ones, 1:170 4-Nonylphenol, branched, 3:1062 Oxidation Novoldiamine, 1:148 of pentanols, 3:1025 see 1-Diethylamino-4-aminopentane of phenols, 3:1039 Noxyflex-S, 3:1263 Oxitriptan, 1:204 N,N0,N00-Trichloromelamine, 2:495 2-Oxo-5-alkylhexahydro-1,3,5-triazines, 3:1280 N-Vinyl-2-pyrrolidone (NVP) [88-12-0], 3:1140 Oxoarsenic compounds, 1:229 toxicology, 3:1142 Oxocarboxylic acids, 3:1015 N-Vinylpyrrolidone N-Vinyl-2-pyrrolidone (NVP) [88-12-0], 3:1140 4-Oxo-3,5-dialkoxymethyltetrahydro-1,3,5-oxadiazines, 3:1280 a-Oxoglutaric acid, 3:1021 3: O 2-Oxohexahydropyrimidine Propyleneurea, 1276 2-Oxo-4-hydroxy-5,5-dimethylhexahydropyrimidyl-N,N-bisneopentals, 3:1283 Ocimene, 3:1190 2-Oxo-4-hydroxy-5,5-dimethyl-6-isopropylhexahydropyrimidine, 3:1282 Octabromobiphenyl oxide, 1:379, 385 2-Oxo-5-hydroxyhexahydropyrimidine (5-hydroxypropyleneurea), 3:1276 see toxicology 2-Oxo-4-hydroxyhexahydropyrimidines, 3:1278 Octadecylamine, 1:137 Oxone, 3:1171 Octadecyl isocyanate, 2:782 Oxoorganoarsines, 1:228 Octadeylamine, 1:137 3-Oxopentane dicarboxylic acid, 3:1020 Octamethylenediamine see also Acetonedicarboxylic acid see 1, 1:147, 8-Diaminooctane 4-Oxopentanoic acid, 3:1019 Octanedioic acid, 2:585 see also Levulinic acid see also Suberic acid 2-Oxopropanoic acid, 3:1015, 1021 1,2-Octanediol, 1:49 see also Pyruvic acid toxicology, 1:55 1-Oxopyridyl disulfide 1-Octanethiol, 3:1217 as veterinary drug, 3:1230 Octanoic acid, 2:445 2:436, 443 2-Oxosuccinic acid, 3:1021 see also Caprylic acid see also Oxaloacetic acid 2-Octanone, 2:822, 823 2-Oxo-4-ureido-6-methylhexahydropyrimidine [1129-42-6], 3:1282 see also Methyl hexyl ketone 2,2-[Oxybis(methylene)]-bis(2-ethyl)-1,3-propanediol, 1:52 toxicology, 2:834 see Ditrimethylolpropane Octylamine, 1:115, 125, 137, 2,2-[Oxybis(methylene)-bis[2-hydroxymethyl]-1,3-propanediol, 1:54 tert-Octylphenol, 3:1062 see Dipentaerythritol Octylphosphonic acid, 3:1115 2,20-Oxy-bis(4,4,6-trimethyl-1,3,2-dioxaborinane), 1:361 Octyltin(thio)acetic acid isooctyl esters, 3:1271 Oxy C Acid, 3:923 Octyltin trichloride, 3:1271 see also 2–Amino–5–hydroxynaphthalene–4,8–disulfonic acid Octyltin tris(isooctyl thioglycolate), 3:871 Oxy Chicago acid, 3:874 Olanzapine, 3:1251 see also 1-Hydroxynaphthalene-4, 8-disulfonic acid Olefins 1320 Oxychlorination – Phenylboric acid Index

Oxychlorination 3-Pentanone, 2:823 of propene to allyl chloride, 1:72 see also Diethyl ketone Oxyfan, 1:204 toxicology, 2:834 Oxy Koch acid, 3:874 1,4,7,10,13-Pentaoxacyclopentadecane, 2:535 see also 1-Hydroxynaphthalene-3, 6, 8-trisulfonic acid 1,4,7,13,16-Pentaoxa-10,19-diazacycloheneicosane, 2:535 Oxy L acid, 3:874 Pentenes see also 1-Hydroxynaphthalene-5-sulfonic acid hydration, 3:1027 Oxy Tobias acid, 3:874 Pentetic acid, 2:645 see also 2-Hydroxynaphthalene-1-sulfonic acid Pentex, 2:616 Ozonolysis Pentothal, 3:1264 of cyclic olefins, 2:588 Pentoxifylline, 3:1134 Pentylamine, 1:115, 125 1: P n-Pentyl carbamate, 400 2-tert-Pentylphenol, 3:1061 P-229, 3:1111 3-tert-Pentylphenol, 3:1061 Pacitron, 1:203 4-tert-Pentylphenol, 3:1060 Pansan, 1:202 tert-Pentylphenols, 3:1060 Panstabil, 1:201 Pepsalara, 1:202 Pantovipar, 1:201 Perfluorocarboxylic acids, 2:447 Papaverine, 3:1071 Perfuazoate, 1:209 PAPI, 2:797 Perhydro-b-carotene, 3:1187 Parathion, 3:1004, 1120 Perinone Orange, 2:458 Parzate, DSE, 2:618 Perkacit TMTD, 2:617 Parzate, Zineb, 2:618 Perkacit ZBC, 2:616 Patchoulane, 3:1187 Perkacit ZDEC, 2:615 p-Bromophenylurea [167-25-5], 3:1276 Perkin reaction, 2:530 p-chloranil [118-75-2], 1:311 Perkow reaction, 2:464, 3:1117 D-p-Cl-Phenylalanine, 1:176 Peroxycarbonates Pegasus, 3:1265 from chloroformates, 2:500 Pelargonic acid, 2:436 Peroxycarboxylic acids see also Nonanoic acid epoxidation of olefins with, 2:633 Pemine, 1:205 Peroxyimidic acids, 2:635 Pendramine, 1:205 Perthane, 2:466 DPenicillamine, 1:176, 204, 3:1215 Perylene Bordeaux, 2:457 Pennzone, 3:1262 Perylene dianhydride, 2:456, 457 1,4,7,10,13-Pentaazatridecane, 1:149 Perylene diimide, 2:457 see Tetraethylenepentamine Perylene-3,4,9,10-tetracarboxylic acid, 2:450, 457 Pentaborane, 1:353 Pesimuriat, 1:201 toxicology, 1:362 PETD, 2:617 Pentabromobiphenyl oxide, 1:379 Pharmaceuticals Pentabromochlorocyclohexane, 1:379 fine chemicals, 1:25 Pentabromoethylbenzene, 1:379 PHB, 2:711 Pentacarbonyl iron (iron pentacarbonyl) PHB-Ester, 2:718 toxicology, 2:776 Phenacetin, 3:1005 Pentachloroaniline, 3:986 see also 4-Ethoxyacetanilide Pentachloronitrobenzene, 3:986 b-Phenethyl bromide, 1:374 Pentachlorothiophenol, 3:1224 p-Phenetidine, 3:1005 Pentaerythritol (2,2-bis(hydroxymethyl)-1,3- Phenetole, 3:1082 propanediol), 1:52 see also Phenyl ethyl ether allyl ethers of, 1:82 Phenol spirocyclic phosphites from, 3:1112 from benzenesulfonic acid, 1:242 toxicology, 1:55 from benzoic acid, 1:298 Pentaerythritol tetranitrate (PETN), 1:53 catechol from, 3:1069 Pentaethylenehexamine, 1:149 ethylation, 3:1049 Pentamethylenedithiocarbamic acid phenol alkylation product, composition, 3:1055 piperidinium salt of, 2:603 Phenol derivatives, 3:1037 Pentamethylenedithiocarbamic acid tetrasulfide, 2:607 halogen derivatives, 3:1084 Pentamethylene glycol, 1:40 Phenol ethers, 3:1081 see also 1,5-Pentanediol Phenolic microbicides, 3:1085 2,2-Pentamethylene-1,3-oxathiolane-5-one, 3:870 Phenols Pentamethylphenol, 3:1048 oxidative carbonylation of, 1:413 Pentanedioic acid, 2:585 reaction with urea, 1:416 see also Glutaric acid Phenoxyacetic acid, 3:1083 1,2-Pentanediol, 1:49 3-Phenoxybenzal bromide, 1:374 1,5-Pentanediol, 1:40 3-Phenoxybenzyl bromide, 1:374 see also Pentamethylene glycol Phenoxybutyric acids, 1:392 toxicology, 1:55 2-Phenoxyethanol, 3:1082 2,3-Pentanedione, 2:831 Phenoxy herbicides, 2:522 2,4-Pentanedione, 2:830 2-Phenylacetaldehyde [122-78-1], 1:61 see also Acetylacetone 2-Phenylacetaldehyde, 1:60, 61 toxicology, 2:834 Phenylacetone, 2:833 n-Pentanoic acid 2:436, 441, 442 see also 1-Phenyl-2-propanone see also n-Valeric acid Phenylacetonitrile, 3:943 1-Pentanol, 3:1024, 1028 see also Benzyl cyanide see also Amyl alcohol DPhenylalanine, 1:176 2-Pentanol, 3:1024, 1029 D,L-Phenylalanine, 1:176 see also sec-Amyl alcohol L-Phenylalanine, 1:167, 172 optically active, 3:1024 production, 1:186 3-Pentanol, 3:1024 Phenyl 2-aminobenzenesulfonate, 1:262 optically active, 3:1024 Phenylarsine, 1:229 Pentanols (amyl alcohols), 3:1023 (Phenylazo)malononitrile, 2:861 azeotropic mixtures with water, 3:1025 Phenyl benzoate, 1:302 optically active, 3:1025 Phenylboric acid, 1:359 toxicology, 3:1030 Vol. 1 to 3 Phenylboronic acid – Piperonal (3,4-(methylenedioxy)benzaldehyde) 1321

Phenylboronic acid, 1:359 primary, C6H5PH2, 3:1100 Phenyl carbamate, 1:400 secondary, C8H14PH, asymm., 3:1101 Phenyl chloroformate, 2:498 secondary, C8H14PH, symm., 3:1101 S-Phenyl-L-cysteine, 1:176 secondary, (c-C6H11)2PH, 3:1101 2-Phenyldithiocarbamic acid, 2:601 secondary, (n-C4H9)2PH, 3:1101 1,2-Phenylenediacetonitrile, 3:943 secondary, (C2H5)2PH, 3:1101 see also 1,2-Bis-(cyanomethyl)benzene secondary, (C6H5)2PH, 3:1101 o-Phenylenediamine, 3:990 secondary, (CH3)2PH, 3:1101 p-Phenylenediamine (PPD), 3:991 tertiary, (c-C6H11)3P, 3:1101 p-Phenylene diisocyanate (PPDI), 2:784 tertiary, (n-C4H9)3P, 3:1101 Phenylethanolamine intermediates tertiary, (C2H5)3P, 3:1101 from aliphatic nitro compounds, 3:957 tertiary, (C6H5)3P, 3:1101 Phenyl ethyl ether, 3:1082 tertiary, (CH3)3P, 3:1101 see also Phenetole tertiary, (NCCH2CH2)3P, 3:1101 D-Phenylglycine, 1:176 toxicology, 3:1122 Phenylglyoxylonitrile, 3:943 Phosphine sulfides, 3:1106 see also Benzoyl cyanide Phosphinic acid, 3:1110 N-Phenylhydroxylamine see also Hypophosphorous acid from nitrobenzene, 3:971 Phosphinothricin, 3:1110 2-Phenylimidazole, 2:726 ammonium salt, 3:1110 Phenylimidazoles Phosphinothricine, 1:206 toxicology, 2:730 Phosphites, 3:1111 Phenyl isocyanate (PI), 2:782 toxicology, 3:1125 Phenyl isothiocyanate, 3:1206 Phosphonic acid esters, 3:1116 N-Phenyl J acid, 3:919 Phosphonic acid halides see also 4–Hydroxy–7–phenylaminonaphthalene–2–sulfonic acid CH3P(O)Cl2, 3:1117 Phenylketene, 2:812 C6H5P(O)Cl2, 3:1117 Phenyllithium, 2:843 Phosphonic acids, 3:1113 Phenyl methyl ether, 3:1082 Phosphonium salts, 3:1104 see also Anisole [(CH2OH)4P]Cl, 3:1105 N-Phenyl-2-naphthylamine (PBN), 3:882 [(C4H9)4P]Br, 3:1105 N-Phenyloxazolidone, 2:631 [(C6H5)4P]Br, 3:1105 Phenyloxirane, 2:639 [(C4H9)3PC16H33]Br, 3:1105 Phenylphosphine C6H5PH2, 3:1100 [(C4H9)3PCH3]I, 3:1105 Phenylphosphinic acid, 3:1104, 1110 [(C6H5)3PCH2OCH3]Cl, 3:1105 sodium salt, 3:1110 [(CH3)4P]Cl, 3:1105 Phenylphosphonic acid, 3:1115 Phosphonoacetic acid, 3:1115 3-Phenylpropanal, 1:62 2-Phosphonobutane-1,2,4-tricarboxylic acid, 3:1115 2-Phenylpropanal, 1:60, 62 NH4 salt, 3:1115 see also Hydratropic aldehyde Phthalic acid (1,2-benzene dicarboxylic acid), 2:450 3-Phenylpropanal, 1:60, 62 Phthalic anhydride (isobenzofuran-1,3-dione), 2:456 see also Dihydrocinnamaldehyde from naphthalene, 2:454 Phenylpropanolamine D-p-Hydroxyphenylglycine, 1:175 intermediates from aliphatic nitro compounds, 3:957 Phytates, 3:1187 1-Phenyl-1-propanone, 2:832 Phytol, 3:1197, 1198 see also Propiophenone Phytosol, 3:1116 toxicology, 2:834 Picramide, 3:992 1-Phenyl-2-propanone, 2:833 see also 2,4,6-Trinitroaniline see also Benzyl methyl ketone Picryl chloride, 3:984 3-Phenyl-2-propenal, 1:60, 64 see also 2,4,6Trinitrochlorobenzene see also Cinnamaldehyde Pigment Red 1, C.I. 12070, 3:991 3-Phenylpropenoic acid, 2:529 Pigment Red 3, C.I. 12120, 3:883, 993 see Cinnamic acid Pigment Red 49, 3:906 3-Phenylpropionic acid, 2:530 Pigments Phenylsulfamic acid aluminum powder and mica, coated with iron oxide, 2:775 from nitrobenzene, 3:971 phthaloperinone, 3:900 Phenylsulfinyl chloride, 3:1158 Pigment Yellow 5, 3:990 4-[N-(Phenylsulfonyl)amino]acetanilide, 1:254 Pimelic acid, 2:585, 591 N-(Phenylsulfonyl)benzenesulfonamide, 1:254 see also Heptanedioic acid N-Phenylthiazolidine-2-thione, 2:609 Pinacol, 1:49 Phenylthiohydantoin amino acid, 1:210 see also 2, 3-butanediol, 3-Dimethyl-2 Phenylurea [64-10-8], 3:1276 Pinacolone, 2:821 Phenyl vinyl sulfoxide, 3:1177 see also 3,3-Dimethyl-2-butanone; Methyl tert-butyl ketone Phloroglucinol, 3:1073 Pinacol rearrangement, 2:821 keto-enol tautomerism, 3:1073 Pinacyanol, 3:1146 toxicology, 3:1074 Pinane, 3:1193 Phomopsis viticola, 1:208 isomers, 3:1193 Phosclere, 3:1112 2-Pinane hydroperoxide, 3:1194 Phosfleur, 3:1106 2-Pinanol, 3:1194 Phosflex, 3:1118 isomers, 3:1194 Phosgene a-Pinene, 3:1187 in isocyanate production, 2:790 epoxidation, 2:634 Phosokresol B, C, E, 3:1122 a-Pinene oxide, 2:639 9H-9-Phosphabicyclononane, 3:1100 L-Pipecolic acid, 1:176 Phosphine oxides, 3:1106 Piperazine, 1:133 (CH3)3PO, 3:1107 toxicology, 1:155 (C8H17)3PO, 3:1107 L-Piperazinecarboxylic acid, 1:176 sec-C4H9PO(C8H17)2, 3:1107 Piperidine, 1:130 Phosphines, 3:1100 D-Piperidine-3-carboxylic acid, 1:177 primary, c-C6H11PH2, 3:1100 Piperidinomethyl dithiocarbamates, 2:610 primary, n-C4H9PH2, 3:1100 3-Piperidinylindoles, 2:737 primary, C2H5PH2, 3:1100 Piperidones, 2:447 primary, CH3PH2, 3:1100 Piperonal (3,4-(methylenedioxy)benzaldehyde), 3:1070 1322 Piracetam – 2-Pyridinethiol N-oxide Index

Piracetam, 3:1141 Propene tetramer Piria reaction, 1:246 as alkylating agent for phenols, 3:1062 Piria’s acid, 3:903 Propene trimer see also 1–Aminonaphthalene–4–sulfonic acid; Naphthionic acid as alkylating agent for phenols, 3:1062 p-Isobutylacetophenone 2-Propen-1-ol, 1:74 aldehydes from, 1:63 see Allyl alcohol Pivalic acid, 2:436, 444 2-Propiolactone (2-oxetanone), 2:710, 805 see also 2,2-Dimethylpropanoic acid; Trimethylacetic acid Propiolic acid, 2:436, 440 N-Pivaloylcysteine, 3:1218 see also Propynoic acid; Acetylenecarboxylic acid Pizotyline, 3:1247 Propionitrile, 3:937 Plant design Propiophenone, 2:832 fine chemicals, 1:16 see also Ethyl phenyl ketone Plexamine, 1:202 Propoxur, 3:1071 Pliabrac, 3:1118 Propycil, 3:1263 Plictran, 3:1271 Propylamine, 1:115 L-p-NO2-Phenylalanine, 1:176 uses, 1:124 Polaris, 1:210 Propyl carbamate, 1:400 Polilevo, 1:201, 203 Propyl chloroformate, 2:498 Polo, 3:1265 Propyl cyanide, 3:937 Polyalkyleneureas, 3:1275 see also Butyronitrile Poly-3-alkylthiophenes, 3:1250 n-Propyl cyanoacetate, 2:857 Poly(allyl esters), 1:80 Propylene carbonate, 1:407, 408 Polyamines, 1:148 2-Propylene chlorohydrin, 2:506, 511 Polybutadiene oxide, 2:641 see also 2-Chloro-1-propanol Poly-1,7-carboranylsiloxanes, 1:356 Propylene-1,2-diamine Polychloroacetaldehydes, 2:466 see 1, 1:145, 2-Diaminopropane Polychloronitrobenzenes, 3:984 Propylene-1,3-diamine Polydichloroacetaldehydes, 2:467 see 1, 1:145, 3-Diaminopropane Polyethylenimine, 1:234, 239 1,3-Propylenediurea, 3:1276 Polyglyoxal Propylene oxide glyoxal, 2:651 2-methyl-1,3-propanediol, 1:44 Poly(b-hydroxybutyric acid), 2:712 Propylene oxide (Methyloxirane) (PO) Polyisobutenamine, 1:125 by epoxidation with tert-butyl hydroperoxide, 2:636 Polymer isomerization to allyl alcohol, 1:75 produced by aluminoxanes, 1:105 from propylene chlorohydrin, 2:510 Polymers Propyleneurea (2-oxohexahydropyrimidine) [65405-39-2], aziridine-modified, 1:234 3:1276 Polymer synthesis Propylenimine, 1:233 ionic liquids for, 2:748 toxicology, 1:239 Poly(methyl isopropyl ketone), 2:828 Propyl gallate, 2:721 Polymethylphenols, 3:1047, 1048 Propyl 4-hydroxybenzoate, 2:718 Polymin, 1:234 1-Propylimidazole Polyram, 2:619 toxicology, 2:729 Polysolvan O, 2:478 2-Propylpentanoic acid, 2:436 Polysolvan-O, 2:710 see also Dipropylacetic acid Poly(tribromostyrene), 1:379 Propyl-Thiocil, 3:1263 Pomarsol, 2:618 2-propylthiophene, 3:1247 Pomarsol-Z, 2:618 Propyl-Thyracil, 3:1263 Porofor B 13 CP 50, 1:255 Propynoic acid, 2:436 Porofor BSH, 1:253 see also Propiolic acid Potassium benzoate, 1:301 Proteinogenic amino acids, 1:171 Potassium borohydride, 2:688 Proteins, 1:165 Potassium dithiocarbamates, 2:605 biologic value, 1:193 Potassium fluoroborate, 1:351 daily requirement, 1:193 Potassium guaiacol sulfonate, 3:1070 deficiency symptoms, 1:214 Potassium hydride, 2:678 Prothiucil, 3:1263 Potassium tri-sec-butylborohydride, 2:679 Proxyphylline, 3:1134 Potentiator, 1:201 Psicosoma, 1:202 Powdered metals Psychoverlan, 1:202 by reduction of metal salts with NaH, 2:678 Pummerer rearrangement, 3:1179 Powder metallurgy Pumosetrag, 3:1251 titanium hydride in, 2:695 Purine derivatives, 3:1131 Prehnitic acid, 2:450 as antiasthmatic agents, 3:1134 see also 1,2,3,5-Benzenetetracarboxylic acid as antiemetics, 3:1134 Preventol, 3:1081 in beverages, 3:1134 Prilezhaev (Prileschajew) reaction, 2:633 as cardiovascular drugs, 3:1134 Prins reaction, 3:1028 as chemotherapeutics, 3:1134 Priorin, 1:201 6-Purinethiol hydrate, 3:1226 Proban process, 3:1106 Purpurol, 3:913 Prochloraz, 2:728 see also 5–Amino–1–naphthol Procion dyes, 2:556 5-Amino-1-naphthol, 3:874 D-Proline, 1:177 Pursuit, 1:207 D,L-Proline, 1:177 Pyrantel, 3:1246, 1249 L-Proline, 1:167, 172, 203, Pyrazinamide, 2:654 production, 1:187 Pyrazoles Propanedioic acid, 2:585 from acetylacetone, 2:830 see also Malonic acid Pyrazophos, 3:1120 1,2-Propanediol (propylene glycol), 3:1016 Pyridine 1,3-Propanediol, 1:44 nitro derivatives, 3:1008 toxicology, 1:55 2,3-Pyridinedicarboximide, 2:492 Propene Pyridine-2-thiol, 3:1226 allyl chloride from, 1:69 2-Pyridinethiol N-oxide 2-Propene-1-sulfinothioate, 3:1151 as pharmaceutical, 3:1229 0 Vol. 1 to 3 D-3-(3 -Pyridyl)-alanine – Sillthiopham 1323

0 D-3-(3 -Pyridyl)-alanine, 1:177 Ridomil, 1:209 Pyridyldithiocarbamic acid Ritter reaction, 1:120 Zn-, Pb–and Cd–salts, 2:605, 615 Robac 22, 3:1262 Pyridyldithiocarbamic acid esters, 2:608 Robac BJDD, 2:615 Pyrimidine-2-thiol, 3:1226 Robac CPD, 2:615 Pyrocatechol, 3:1068 Robac DBTU, 3:1262 see also Catechol Robac DETU, 3:1262 Pyrogallol, 3:1071 Robac LPD, 2:615 toxicology, 3:1072 Robac PPD, 2:616 Pyromellitic acid, 2:450, 455 Robac PTM, 2:617 see also 1,2,4,5-Benzenetetracarboxylic acid Robac TBTU, 2:617 Pyromellitic anhydride, 2:458 Robac TMT, 2:617 Pyromellitic dianhydride (PMDA), 2:455, 456 Robac ZBED, 2:615, 616 Pyrotechnics Robac ZDC, 2:615 zirconium hydride for, 2:696 Robinson annelation, 2:827 Pyrovatex CP, 3:1116 Ronidazole, 2:728 Pyrrolidine, 1:130 Roundup, 1:206 toxicology, 1:155 Rovral, 1:209 2-Pyrrolidone[616-45-5], 3:1137 Royalac 133, 2:615 2-Pyrrolidone, 3:1137 Rubber, synthetic see also g–Butyrolactam butyllithium as catalyst for polymerization, 2:840 toxicology, 3:1141 Rubidium hydride, 2:676 2-Pyrrolidone [616-45-5] g-Butyrolactam, Rubinate, 2:797 3:1137 Rufigallic acid, 2:720 Pyrrolidone derivatives, 3:1141 RZ-100, 2:616 2-Pyrrolidone-1-dithiocarbamic acid, 2:601 2: Pyrrolidones, 447 S see also Pyrrolidinones Saccharic acid, 2:708 L-Pyrrolysine, 1:177 Saccharomyces cerevisiae, 3:1259 Pyruvic acid, 3:1015 L-Saccharopine, 1:177 see also 2-Oxopropanoic acid S Acid (Chicago acid), 3:874 toxicology, 3:1016 see also 1-Amino-8-hydroxynaphthalene-4-sulfonic acid 2S Acid (Chicago acid), 3:874, Q see also 1-Amino-8-hydroxynaphthalene-2, 4-disulfonic acid Quinoline, 3:1145 Safrane, 3:1187 in dyes, 3:1146 Safrole (5-allyl-1,3-benzodioxole), 3:1070 nitro derivatives, 3:1010 Salicylic acid, 2:450 in pharmaceuticals and agriculturals, 3:1146 Salmonella typhimurium, 3:1259 Quinoline-8-sulfonic acid, 3:1146 Salvarsan, 1:229 2-Quinolinethiol, 3:1226 Salvoseptyl, 3:1263 Quinoline Yellow, 3:1146 Sanceller 22, 3:1262 8-Quinolinol, 3:1147 Sanceller EUR, 3:1262 2-Quinolinone, 3:1146 Sanceller TS, 2:616 Sanceller TT, 2:617 3: R Sandoflam, 1118 Sandoflam 5060, 3:1120 2R Acid (Columbia acid), 3:874 Sandoflam 5087, 3:1116 see also 2-Amino-8-hydroxynaphthalene-3, 6-disulfonic acid Sanger’s reagent, 1:210 Radcol, 1:204 Sankel, 2:618 Radziszewski reaction, 2:726 Sansalid, 3:1264 raloxifene, 3:1252 a-Santalane, 3:1187 Ramberg–B€acklund reaction, 3:1174 Santicizer, 3:1118 Raney cobalt Sargenor, 1:201 as catalysts in thiol production, 3:1223 Scarlet VD, 3:988 Raney palladium Scepter, 1:206 as catalysts in thiol production, 3:1223 Schaeffer acid, 3:874 Ranitidine, 3:960 see also 2-Hydroxynaphthalene-6-sulfonic acid from methyl isothiocyanate, 3:1209 Schlenk equilibrium, 2:846 Raptor, 1:207 Schwartz’s reagent, 2:698 Reactive Black 5, 3:922 Scuranate, 2:797 Reactive Red 6, 3:923 Sebacic acid, 2:592 2:585, 586 Reactive Red 9, 3:919 see also Decanedioic acid Reactive Red 12, 3:922 by dimerization of monomethyl adipate, 2:588 Red FG Base, 3:986 2-sec-Butyl-2-methyl-propanediol dicarbamate, 1:44 Red phosphorus Sekinin, 1:204 reducing agent in thiol production, 3:1223 Selenium dithiocarbamates, 2:605, 615 Reducdyn, 1:201 Selenium oxide Reduction oxidation of acetaldehyde with, 2:653 catalytic, 1:281 L-Selenocysteine, 1:177 with complex hydrides, flow diagram, 2:693 L-Selenomethionine, 1:177 electrochemical, 1:281 o-Semidine, 1:282 of nitrobenzene to hydrazobenzene, 1:279 p-Semidine, 1:282 Regulan, 1:147 Sequion, 3:1115 Reimer–Tiemann reaction, 3:1040, 1069 Sequion 10 H 60, 3:1115 Reofos, 3:1118 D,L-Serine, 1:177 Reproterol, 3:1134 D-Serine, 1:177 Retinane, 3:1187 L-Serine, 1:167, 173 Rexene NTA, 3:951 production, 1:187 R-Gene, 1:201 Sevin, 3:880 Rhodacarborane complexes, 1:357 Sharples process, 3:1026 Rhodanine, 2:610 Sideryl, 1:201 Rhodocat, 2:797 Silane, 2:677 Ricinoleic acid, 2:705 Sillthiopham, 3:1250 1324 Silver fluoroborate – Sulfur dioxide Index

Silver fluoroborate, 1:351 flavors by, 1:195 Silvex, 2:521 Streptococcus faecalis, 1:212 Singer synthesis, 2:647 Streptomyces venezuelae, 3:966 Sitaxsentan, 3:1251 Strobilurins, 1:26 Skatole, 2:735 Strontium hydride, 2:676 Skin cosmetics Styrene amino acids in, 1:205 aldehydes from, 1:62 S-Methyl-L-cysteine, 1:175 Styrene chlorohydrin, 2:513 Smiles rearrangement, 3:1155, 1174 toxicology, 2:516 Sodium aluminum diethyl dihydride, 1:93 Styrene oxide, 2:639 Sodium aluminum hydride (sodium alanate), 2:691 toxicology, 2:642 Sodium amalgam Suberic acid, 2:585, 591 reduction of nitrobenzene with, 1:281 see also Octanedioic acid Sodium benzoate, 1:301 Suberone, 2:591 Sodium bis(2-methoxyethoxy)dihydridoaluminate, 2:682 Succinic acid, 2:585, 590 Sodium borohydride (sodium boronate), 2:683 see also Butanedioic acid see also Sodium tetrahydridoborate Succinic acid dinitrile, 3:1138 Sodium chloroacetate, 2:475, 478 Succinic anhydride Sodium N-chloroimidodisulfonate, 2:493 in 2-pyrrolidone production, 3:1138 Sodium N-chloro-p-toluenesulfonamide, 2:494 Succinimide in 2-pyrrolidone production, 3:1138 Sodium cyanoborohydride, 2:687 Succinonitrile, 3:938 toxicology, 2:699 see also Dicyanoethane Sodium cyanotrihydridoborate, 2:687 Suffix, 1:207 Sodium dichloroacetate Suffix BW, 1:207 toxicology, 2:487 Sulbentine, 2:612, 619 Sodium dichloroisocyanurate Sulfanilic acid, 1:262 dihydrate, 2:493 see also 4-Aminobenzenesulfonic acid Sodium diethyldihydridoaluminate, 2:692 from nitrobenzene, 3:970 Sodium dithiocarbamates, 2:604, 605, 615, 2:618, 619 Sulfapyrazine, 2:654 Sodium dithionite Sulfides, heterocyclic, 3:1228 in situ production, 2:687 uses, 3:1229 Sodium ethanesulfinate, 3:1153 Sulfides, organic Sodium ethylene bis(dithiocarbamate), 2:604 [CH3CH2CH(CH3)]2S, 3:1220 Sodium fluoroborate, 1:351 (CH2CH–CH2)2S, 3:1220 Sodium hydride, 2:677 (CH2CH–CH2)2S2, 3:1220 Sodium tetrahydridoaluminate, 2:691 [CH3(CH2)2]2S, 3:1220 Sodium tetrahydridoborate, 1:355, 2:683 [CH3(CH2)5]2S, 3:1220 see also Sodium borohydride [(CH3)3C]2S, 3:1220 Sodium triacetoxyborohydride, 2:685 (CH3)2S, 3:1220 Sodium trichloroacetate, 2:484 (CH3)2S2, 3:1220 Sohio process, 3:934 (CH3)2S3, 3:1220 Sokalan, 3:1119 (CH3)2S4, 3:1220 Solvent (CH3)2S5, 3:1220 drying with calcium hydride, 2:680 Sulfinic acid amides, 3:1160 Solvent Orange 7, 3:978 Sulfinic acid derivatives, 3:1157 Solvent Red 26, C.I. 26120, 3:978 addition to multiple bonds, 3:1172 Solvent Red 31, 3:895 alkylation of, 3:1172 Solvent Yellow 14, C.I. 12055, 3:883 Sulfinic acid esters, 3:1158 Soprophor, 3:1119 Sulfinic acids, 3:1151 Sorbenor, 1:201 redox reactions of, 3:1156 Sorbic acid (2,4-hexadienoic acid) toxicology, 3:1164 from ketene and crotonaldehyde, 2:804 Sulfinyl chlorides Soxinol TS, 2:616 from disulfides, 3:1157 Soya amine, 1:137 from sulfuranes, 3:1157 Soybean formula, 1:194 from thioesters, 3:1157 Soybean oil N-Sulfinylnonafluorobutanesulfonamide, 3:1160 epoxidized, 2:640 N-Sulfinylphthalimides, 3:1159 Spartocine, 1:201 4-Sulfoanthranilic acid, 3:998 Spasmocyclon, 2:721 Sulfo J Acid, 3:923 Spectroscopy see also 2–Amino–5–hydroxynaphthalene–1,7–disulfonic acid chemical analysis of amino acids, 1:210 Sulfolenes Spelear, 1:203 cleavage of, 3:1156 Spike, 3:1209 Sulfolitruw, 1:203 Spirocyclic phosphites Sulfonamide e.g., [26741-53-7], 3:1112 phosgenation of, 2:791 Squalane, 3:1187 Sulfonation Squalene, 3:1197 of aromatics, 1:243 S-Seven, 3:1116 Sulfones, 3:1170 Stabilizer C, 3:1262 nucleophilic cleavage of, 3:1154 Staining physical data and formulae for, 3:1170 chemical analysis of amino acids, 1:211 from sulfonyl carbanions, 3:1173 Starch toxicology, 3:1181 allyl ethers of, 1:82 Sulfosate, 1:206 Stavinor, 3:1112 5-Sulfo-Tobias acid, 3:909 Stetter dicarboxylic acid synthesis, 2:590 see also 2–Aminonaphthalene–1,5–disulfonic acid Stibabenzene, 1:224 Sulfoxides, 3:1175 Stibonium salts, 1:224 optically active, 3:1178 Stilbene from oxidation of sulfides, 3:1175 epoxidation, 2:634 physical data and formulas for, 3:1176 cis-Stilbene oxide from sulfinates, 3:1178 toxicology, 2:642 Sulfoxides, a,b-unsaturated, 3:1178 Stobbe condensation, 2:584 Sulfur Black 1, 3:984 Strecker degradation Sulfur dioxide Vol. 1 to 3 Sulfur trioxide – 1,2,5-Thiadiazol-3-thiol 1325

reaction with NaBH4 to sodium dithionite, 2:685 toxicology, 1:385 Sulfur trioxide Tetrabromo-p-xylene, 1:379 as sulfonating agent, 1:243 3,5,30,50-Tetra-tert-butyl-4,40-dihydroxybiphenyl, 3:1058, 1080 Sulpiride, 3:960 Tetrabutylphosphonium bromide, 3:1105 Sumatra benzoin, 2:530 Tetrabutylphosphonium iodide, 3:1105 Sumidur, 2:797 Tetrabutylthiuram disulfide, 2:606 Sundermeyer process, 2:677 Tetrabutylthiuram monosulfide, 2:606 Super Accelerator 501, 2:617 Tetrabutyltin, 3:1271 Super-Hydride, 2:682 Tetracarbonyl nickel, 3:927 Suprasec, 2:797 2,20,5,50-Tetrachlorobenzidine, 1:289 Suprofen, 3:1246 3,30,5,50-Tetrachlorobenzidine, 1:286 Suramin sodium (Bayer 205), 3:911 2,4,4,4-Tetrachloro-1-butanol, 1:75 Surital, 3:1264 1,3,4,6-Tetrachloro-3a,6a-diphenylglycoluril, 2:494 Sydnones, 1:169 Tetrachlorometaldehyde, 2:466 Symclosene, 2:493 2,4,6,8-Tetrachloro-2,4,6,8-tetrazabicyclo[3.3.0]octane-3,7-dione, 2:494 Syringic acid, 2:720 Tetracyanoethylene, 2:860 Tetracyanoethylene (TCNE), 3:938 T see also Ethenetetracarbonitrile Tetradecanedioic acid, 2:585 2,4,5-T, 2:519 Tetradeylamine, 1:137 see also (2,4,5-Trichlorophenoxy)acetic acid Tetraethyldiborane, 1:358 tolerances for residues, 2:525 Tetraethylenepentamine (TEPA), 1:149 toxicology, 2:523 Tetraethylthiuram disulfide (TETD), 2:606 Tagamet, 3:1209 Tetraethylthiuram monosulfide, 2:606 Takenate, 2:797 Tetrafluoroboric acid, 1:349 Tallow amine, 1:137 Tetrahexylammonium benzoate Tallow amine, hydrogenated, 1:137 preparation, 2:746 N-Tallow-1,3-propanediammonium dioleate 1,2,5,6-Tetrahydrobenzaldehyde, 2:640 uses, 1:141 Tetrahydro-2-furanol, 1:75 Tar Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione Acetylenediurea, 3:1281 alkylphenols from, 3:1041 Tetrahydro-3-imino-2,4-dimethylthiophene, 3:1252 cyclopentadiene from, 2:572 Tetrahydro-2H-1,4-oxazine, 1:132 indole from, 2:735 see Morpholine Tartaric acid, 2:705 Tetrahydrophthalic anhydride, 2:594 for production of pyruvic acid, 3:1016 Tetrahydropyrrole, 1:130 meso-Tartaric acid, 2:705 see Pyrrolidine Tartronic acid, 2:705, 708 Tetrahydrothiazoloquinoxalines, 2:611 TCC, 2:493 Tetrahydrothiophene, 3:1251 toxicology, 2:495 Tetrameric cyanogen chloride, 2:555 TCDD, 2:521 4-(1,1,3,3-Tetramethylbutyl)phenol (4-tert-octylphenol), 3:1061, 1062 TDE, 2:466 Tetramethylene diisocyanate Tectrade, 2:797 by phosgenation of carbamate salts, 2:791 Tedimon, 2:797 N,N,N0,N0-Tetramethylhexamethylenediamine, 1:148 Temik, 1:403 see N,N,N0,N0-Tetramethyl-1,6-hexanediamine Temocapril, 3:1248 N,N,N0,N0-Tetramethyl-1,6-hexanediamine, 1:148 Tenidap, 3:1247 1,1,3,3-Tetramethyl-5-indanol, 3:1068 Teniposide, 3:1246 2,3,4,5-Tetramethylphenol, 3:1048 Tenoxicam, 3:1250 2,3,4,6-Tetramethylphenol, 3:1047–1049 Terbufos, 3:1121 2,3,5,6-Tetramethylphenol, 3:1047–1049 Terephthalic acid (TPA), 2:450 Tetramethylphosphonium chloride, 3:1105 from benzoic acid, 1:299 N,N,N’,N’-Tetramethyl-1,3-propanediamine, 1:147 by oxidation of p-xylene, 2:454 Tetramethylthiuram disulfide (TMTD), 2:604, 606, 618 from phthalic acid, 2:453 Tetramethylthiuram monosulfide (TMTM), 2:606 from potassium benzoate, 2:453 Tetramethylthiuram tetrasulfide, 2:606 Terpenes, 3:1185 Tetramethylurea [632-22-4], 3:1276 acryclic monoterpenes, 3:1189 1,4,7,10-Tetraoxacyclododecane, 2:535 acyclic diterpenes, 3:1197 1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane, 2:535 acyclic triterpenes, 3:1197 1,4,10,13-Tetraoxa-7,16-dithiacyclooctadecane, 2:535 biodegradation, 3:1188 1,3,10,12-Tetraoxo-cyclooctadecan-2,11-dione, 1:409 biosynthesis of, 3:1187 Tetrapentylthiuram disulfide, 2:606 extraction, 3:1189 Tetrapentylthiuram monosulfide, 2:606 as food additives, 3:1198 Tetraphenylphosphonium bromide, 3:1105 structures, 3:1187 Tetraphenylurea [632-89-3], 3:1276 toxicology, 3:1199 Tetrapropylthiuram disulfide, 2:606 a-Terpinene, 3:1191 Tetrapropylthiuram monosulfide, 2:606 isomers, 3:1191 Tetrone A, 2:617 Terpinolene, 3:1191 Textile finishing Terracur, 2:619 crease-resistant treatment with glyoxal resins, 2:653 Tersan, 2:618 Thenalidine, 3:1245 Tetraacetylglycoluril (TAGU), 2:654 Thenitrazole, 3:1010 Tetraalkylammonium tetraalkylboride Thenychlor, 3:1251 preparation, 2:746 Thenyldiamine, 3:1249 Tetraallyl pentaerythritol ether, 1:82 0 0 Theobromine, 3:1132 3,3 ,4,4 -Tetraaminodiphenyl Theophylline, 3:1132 hydrochloride, 1:287 Theophylline cholinate, 3:1134 Tetraborane, 1:354 Theophylline ethylenediamine, 3:1134 Tetrabromobenzidine, 1:286 Theophylline monohydrate, 3:1132 Tetrabromobisphenol A, 1:378, 3:1079 Thermal heat-transfer fluids toxicology, 1:384 ionic liquids as, 2:749 Tetrabromoethene, 1:369 Thermolin, 3:1118 Tetrabromomethane, 1:369, 383 Thiadiazinethiones, 2:612 Tetrabromo-2-methylphenol, 3:1088 1,2,5-Thiadiazol-3-thiol toxicology, 3:1089 as pesticide, 3:1230 Tetrabromophthalic anhydride, 1:379, 381 1326 Thiate EF-2 – Tin fluoroborate Index

Thiate EF-2, 3:1262 dichlorination, 3:1248 Thiate H, 3:1262 electrophilic substitution, 3:1243 Thiate U, 3:1262 feedstocks for, 3:1244 1,3-Thiazines, 2:612 halogenated, 3:1248 Thiazole nitro derivatives, 3:1010 nitro derivatives, 3:1010 production, 3:1244 L-Thiazolidine-4-carboxylic acid, 1:177 reduced, 3:1251 2-Thiazoline-2-thiol, 3:1226 specifications, transportation, health and safety, 3:1245 Thiazoline-2-thiones, 2:611 toxicology, 3:1251 Thiazolotriazinium salts, 2:611 uses, 3:1245 Thiele – Winter acetoxylation, 1:313 Thiophene-2-acetic, 3:1246 Thienyllithium, 3:1243 Thiophene 2-acetic acid, 3:1247 2-thienyllithium, 3:1248 Thiophene-2-aldehyde, 3:1245, 1248 Thimecil, 3:1263 Thiophene-2-carbaldehyde, 2:857 Thin layer chromatography Thiophene-2-carboxylic acid, 3:1246 of amino acids, 1:211 Thiophene-2-ethanol, 3:1248 Thioban, 3:1264 Thiophene-2-magnesium, 3:1248 2-Thiobarbituric acid Thiophene 3-malonic acid, 3:1249 as pharmaceuticals, 3:1229 Thiophenols Thio-Barbityral, 3:1264 e.g., 3:1222 2,20-Thiobis(6-tert-butyl-4-methylphenol), 3:1059 physical and chemical properties, 3:1222 4,40-Thiobis(2-tert-butyl-5-methylphenol), 3:1059 Thiophosphinates, 3:1111 2,20-Thiobis(4-chlorophenol), 3:1090 Thiophosphonic acid halides see also Fenticlor C2H5P(S)Cl2, 3:1117 0 2,2 -Thiobis(4,6-dichlorophenol), 3:1091 CH3P(S)Cl2, 3:1117 see also Bithionol C6H5P(S)Cl2, 3:1117 2,20-Thiobis(3,4,6-trichlorophenol), 3:1091 Thiophosphoric acid esters, 3:1119 3,30-Thiobis(2,4,6-trichlorophenol), 3:1091 Thiophosphoric anhydride Thiocarbamoyl chlorides, 2:607 O,O-diester, 3:1120 Thiocarbamoylsulfenamides, 2:607 6-Thiopurine Thiocyanates as pharmaceutical, 3:1229 properties of, 3:1204 Thioseconal, 3:1264 Thiocyanates, organic, 3:1203 Thiosulfinic acid esters, 3:1160 toxicology, 3:1205 2-Thiouracil uses, 3:1205 as pharmaceutical, 3:1229 3-Thiocyanatopropyltriethoxysilane, 3:1204, 1205 Thiourea, 3:1255 Thiodibutyric acid, 1:392 solubility of, 3:1255 Thioformyldithiocarbamic acid esters, 2:608 toxicology, 3:1258 Thiofuran thiophene, 3:1242 uses, 3:1258 Thioguanine, 3:1132 Thiourea derivatives, 3:1260 Thiohydantoins, 1:170 e.g., 3:1264 Thiols, 3:1213, 1216 e.g., Na-salt, 3:1264 see addition reactions isomers, 3:1260 oxidation of, 3:1154 as pesticides, 3:1265 salt formation, 3:1214 pharmacologically active, 3:1263 toxicology, 3:1230 as plant protection agents, 3:1265 Thiols, aliphatic toxicology, 3:1262 from alcohols, 3:1216 as vulcanization accelerators, 3:1262 from alkenes, 3:1216 2-Thioxoperhydro-1,3-thiazin-4-ones, 2:611 (CH3)3C–CH2–C(CH3)2–SH, 3:1215 Thiurad, 2:617 CH3CH2–SH, 3:1215 Thiuram disulfides, 2:604, 606 CH3–(CH2)2–SH, 3:1215 Thiuram E, 2:617 CH3–(CH2)3–SH, 3:1215 Thiuram monosulfides, 2:606 CH3–(CH2)5–SH, 3:1215 Thiuram sulfides, 2:604 CH3–(CH2)7–SH, 3:1215 Thiuram tetrasulfides, 2:606 CH3–(CH2)11–SH, 3:1215 Thiuram trisulfides, 2:606 (CH3)3C–SH, 3:1215 D,L-Threonine, 1:177 tert-C12H25–SH, 3:1215 L-Threonine, 1:173 CH3–SH, 3:1215 production, 1:187 C6H11–SH, 3:1215 Thymol (6-isopropyl-3-methylphenol), 3:1041 physical data, 3:1215 production, 3:1050 uses, 3:1218 Thymoquinone, 1:312 Thiols, aromatic Thyreocordon, 3:1264 by reduction of aromatic sulfonic acids, 3:1223 Thyreostat, 3:1263 by thiolation of chloronitrobenzenes, 3:1223 Thyreostat II, 3:1263 by thiolation of haloaromatics, 3:1224 Thyrostabil, 3:1263 Thiols, heterocyclic Thyroxine (T4), 1:178 by cyclization, 3:1227 see also Levothyroxine physical and chemical properties, 3:1225 Tiagabine, 3:1250 by substitution, 3:1227 Tiaprofenic acid, 3:1246 uses, 3:1229 Ticarcillin, 3:1249 Thionazine, 2:654 Ticlopidine, 3:1248 Thioneb, 2:619 Tiemonium, 3:1248 Thionembutal, 3:1264 Tienilic acid, 3:1246 Thiooxine, 3:1147 Timentin, 3:1249 Thiophanate methyl, 3:1210 Timepidium, 3:1248 Thiophene, [110-02-1], 3:1241, 1245 Tin, 3:1269 acetylation, 3:1248 see also Tin ores acylated, 3:1245 reducing agent in thiol production, 3:1223 amino- and hydroxylthiophene derivatives, 3:1250 Tin compounds carbonyl reactions, 3:1247 organic, 3:1269 derivatives, 3:1252 production of organotin, 3:1270 dicarboxylic Acids, 3:1248 Tin fluoroborate, 1:351 Vol. 1 to 3 Tinopal CBS – Tridecanedioic acid 1327

Tinopal CBS, 1:259 Triallylamine, 1:82, 85 Tiobarbital, 3:1264 Triallyl cyanurate, 1:78, 2:543 Tiotil, 3:1263 cross-linking agent in copolymers, 1:81 Tiouracil, 3:1263 Triallyl isocyanurate, 2:550 Tipepidine, 3:1248 Triallyl phosphate, 1:78, 80 Tiquizium bromide, 3:1248 polymerization, 1:81 Tishchenko reaction, 2:640 Triallyl phosphite, 1:80 Titanium 1,2,4-Triaminobenzene, 3:992 titanium powder from titanium hydride, 2:695 Tri-tert-amyl borate, 1:360 Titanium hydride, 2:695 Triaryl phosphates, 3:1118 Titanium nitride Triaryl phosphites, 3:1112 from titanium hydride, 2:696 (C6H5O)3P, 3:1113 Tobias acid, 3:874 s-Triazines, 2:543 see also 2-Aminonaphthalene-1-sulfonic acid [1H]-1,2,4-Triazole-3-thiol, 3:1226 m-Tolidine 2,4,6-Tribromoaniline, 1:369 dihydrochloride, 1:288 1,3,5-Tribromobenzene, 1:369 o-Tolidine, 1:287 Tribromoethene, 1:369 dihydrochloride, 1:287 Tribromomethane, 1:369, 383 disulfate, 1:287 2,4,6-Tribromophenol, 1:369, 375 hydrochloride, 1:287 3,5,40-Tribromosalicylanilide (TBS), 3:1092 safety precautions, 1:284 see also Trisanyl sulfate, 1:287 2,3,5-tribromothiophene, 3:1249 toxicology, 1:293 Tributene o-Tolidine-6,60-disulfonic acid, 1:291 as alkylating agent for phenols, 3:1061 Tolnaftate, 3:882 Tributylaluminum, 1:93 Tolonate, 2:797 Tributylamine, 1:115 Toluene Tributylborane, 1:358 benzyl alcohol from, 1:320 Tri-n-butyl borate, 1:361 Toluene diisocyanate (TDI), 2:781, 784 2,4,6-Tri-tert-butylphenol, 3:1054, 1059 Toluenedisulfonic acids, 1:255 Tributyl phosphate (TBP), 3:1118 m-Toluenesulfonic acid, 1:256 Tributylphosphine, 3:1101 o-Toluenesulfonic acid, 1:256 Tributyl phosphite [102-85-2], 3:1112 p-Toluenesulfonic acid, 1:255 Tributyltin chloride, 3:1271 o-Toluenesulfonyl chloride, 1:244 Trichloroacetaldehyde, 2:467 p-Toluenesulfonyl isocyanate (4-TSI), 2:783 see also Chloral m-Toluic acid, 1:303 toxicology, 2:470 o-Toluic acid, 1:303 Trichloroacetic acid, 2:482 p-Toluic acid, 1:304 toxicology, 2:487 o-Toluidine-4-sulfonic acid, 3:998 Trichloroacetic acid esters, 2:483 p-Toluidine-2-sulfonic acid, 3:999 Trichloroacetic acid salts, 2:484 see also 5-Amino-3-methylbenzenesulfonic acid 4,4,4-Trichloroacetoacetates, 2:805 o-Tolyl isocyanate (o-TI), 2:782 Trichloroacetonitrile, 3:938 p-Tolyl isocyanate (p-TI), 2:782 see also Trichloroethanenitrile Topsin, 3:1265 Trichloroacetyl chloride, 2:483 Topsin M, 3:1210, 1265 Trichloroamine, 2:492 Tosyl chloride, 1:257 2,4,5-Trichloroaniline, 3:986 see also 4-Methylbenzenesulfonyl chloride 2,4,5-Trichlorobenzenesulfonic acid, 1:261 Touchdown, 1:206 2,4,5-Trichlorobenzenesulfonyl chloride, 1:261 2,4,5-TP, 2:521 Trichloroborazine, 1:360 trans-Cyclooctene [931-89-5], 2:566 Trichlorobromomethane, 1:369 Transesterification Trichloroethanenitrile, 3:938 production of carbonic esters by, 1:417 see also Trichloroacetonitrile Trapanal, 3:1264 Tri(2-chloroethyl) phosphate [115-96-8], 3:1118 Trapex, 3:1209 Trichloroisocyanuric acid, 2:492, 493 Trevira CS, 3:1111 Trichloromethyl chloroformate 1,2,4-Triacetoxybenzene in isocyanate production, 2:792 hydroxyhydroquinone from, 3:1073 4-Trichloromethyloxetanones, 2:805 Triacetyl cyanurate, 2:549 Trichloronat, 3:1116 Trialkylaluminum 1,2,4-Trichloro-5-nitrobenzene, 3:986, from lkylaluminum sesquichlorides, 1:98 see also 1-Nitro-2, 4, 5-trichlorobenzene Trialkylborohydrides, 2:677 Trichloronitromethane, 3:960 1,2,3-Trialkylimidazolium alkyl sulfate salts see also Chloropicrin preparation, 2:746 Trichloroparaldehyde, 2:465 Trialkyl phosphates, 3:1118 2,4,5-Trichlorophenol, 2:520 (CH2CH(C2H5)(CH2)3CH3O)3PO, 3:1118 (2,4,5-Trichlorophenoxy)acetic acid, 2:520 (CH(CH3)CH2ClO)3PO, 3:1118 see also 2,4,5-T (CH2(CH2)2CH3)3PO, 3:1118 2-(2,4,5-Trichlorophenoxy)propionic acid, 2:520 (CH2CH2ClO)3PO, 3:1118 see also Fenoprop 0 0 (CH(CH2Cl)2O)3PO, 3:1118 4,3 ,4 -Trichlorosalicylanilide, 3:1091 0 0 (CH2CH2OC4H9O)3PO, 3:1118 5,3 ,4 -Trichlorosalicylanilide, 3:1091 (C2H5O)3PO, 3:1118 see also Anobial (CH3O)3PO, 3:1118 Trichlorosulfuranes, 3:1157 Trialkylphosphines 2,3,6-Trichlorotoluene, 1:242 production, 3:1101 Triclosan, 3:1089 Trialkyl phosphites, 3:1112 see also 5–Chloro–2–(2,4–dichlorophenoxy)phenol (CH2C(C2H5)H(CH2)3CH3O)3P, 3:1112 toxicology, 3:1089 (CH2(CH2)2CH3O)3P, 3:1112 Tricyclic sesquiterpenes, 3:1197 (CH2CH2ClO)3P, 3:1112 Tricyclodecanedimethanol, 1:48 (CH(CH3)2O)3, 3:1112 Tricyclohexylphosphine, 3:1101 (n-C12H25O)3P, 3:1112 Tricyclohexyltin chloride, 3:1271 (C2H5O)3P, 3:1112 Tricyclohexyltin hydroxide, 3:1271 (CH3O)3P, 3:1112 Tridecanedioic acid, 2:585 (iso-C8H17O)3P, 3:1112 see also Brassylic acid 1328 1,13-Tridecanedioic acid – Ultranox Index

1,13-Tridecanedioic acid, 2:593 2,3,5-Trimethylphenol, 3:1047, 1048 Tridecylamine, 1:125 2,3,6-Trimethylphenol, 3:1047, 1048 Tridodecyl phosphite [3076-63-9], 3:1112 2,4,5-Trimethylphenol, 3:1048, 1049 Triethanolamine borate, 1:360 2,4,6-Trimethylphenol, 3:1047–3:1049 Triethylaluminum, 1:93 3,4,5-Trimethylphenol, 3:1048 diethylzinc from, 1:95 Trimethyl phosphate [512-56-1], 3:1118 production, 1:96 Trimethylphosphine, 3:1101 for production of long-chain alcohols, 1:100 Trimethylphosphine oxide, 3:1107 Triethylamine, 1:115 Trimethyl phosphite [121-45-9], 3:1112 toxicology, 1:154 2,20-(1,1,3-Trimethyltrimethylenedioxy)bis(4,4,6-trimethyl-1,3,2-dioxabori- Triethylborane, 1:358 nane), 1:361 Triethyl borate, 1:361 2,4,6-Trinitroaniline, 3:992 Triethylenediamine, 1:135 see also Picramide Triethylenemelamine, 1:238 1,3,5-Trinitrobenzene, 3:973 Triethylenetetramine (TETA), 1:149 2,4,6-Trinitrochlorobenzene, 3:984 toxicology, 1:156 see also Picryl chloride Tri(2-ethylhexyl) phosphate (TOF), 3:1119 2,4,6-Trinitrotoluene (TNT) Triethyl phosphate, 3:1118 phloroglucinol from, 3:1074 Triethylphosphine, 3:1101 Trioctadeylamine, 1:137 Triethyl phosphite [122-52-1], 3:1112 Trioctylaluminum, 1:93 Trifluoroacetic anhydride, 3:1015 Trioctylphosphine oxide (TOPO), 3:1108 4,4,4-Trifluoroacetoacetate, 2:805 Triododeylamine, 1:137 Trifluorobromomethane, 1:369, 377 1,4,10-Trioxa-7,13-diazacyclopentadecane, 2:535 toxicology, 1:384 Trioylamine, 1:137 p-(Trifluoromethoxy)phenyl isocyanate (4-TFMOPI), 2:783 Tripentaerythritol, 1:54 Trifluoromethylphosphine, 3:1100 Tripentylamine, 1:115 a,a,a-Trifluoro-3-tolyl isocyanate (3-TFMPI), 2:783 Triphenylborane, 1:358 Trifluralin, 3:988 Triphenyl borate, 1:361 m-Trigallic acid, 2:715 Triphenylmethanethiol, 3:1216 Triglycidyl isocyanurate, 2:552 Triphenylphosphine (TPP), 3:1101, 1102 Tri-Grignard reagent, 2:847 Triphenyl phosphite [101-02-0], 3:1113 Trihexylaluminum, 1:93 Triphenyltin acetate, 3:1271 Trihydroxybenzenes, 3:1071 Triphenyltin hydroxide, 3:1271 3,4,5-Trihydroxybenzoic acid, 2:720 Tripropylaluminum, 1:93 toxicology, 2:722 Tripropylamine, 1:115 Triisobutylaluminum, 1:93 Tript-OH, 1:204 Triisobutylaluminum (TIBA), 1:102 Trisanyl, 3:1092 Triisobutylamine, 1:115 see also 3,5,40–Tribromosalicylanilide Triisobutylborane, 1:358 Tris(2-carboxyethyl) isocyanurate, 2:549 1,3,5-Triisopropylbenzene 1,3,5-Tris(chloromethyl)hexahydro-2,4,6-triazine, 2:463 phloroglucinol from, 3:1074 Tris(2-cyanoethyl)phosphine, 3:1102 Triisopropyl borate, 1:361 Triscyanomethylamine, 3:951 Triisopropyl boroxine, 1:361 Tris(2-ethylhexyl) phosphate, 3:1118 2,4,6-Triisopropylphenol, 3:1050 Tris(2-hydroxyethyl) isocyanurate, 2:549 production, 3:1051 Tris(hydroxymethyl)aminomethane, 3:960 Triisopropyl phosphite [116-17-6], 3:1112 see also 2–Amino–2–(hydroxymethyl)–1,3–propanediol Trilon A, 3:951 Tris(hydroxymethyl)nitromethane, 3:960 Trimellitic acid, 2:450, 455 see also 2–(Hydroxymethyl)–2–nitro–1,3–propanediol see also 1,2,4-Benzenetricarboxylic acid Tris(hydroxymethyl)phosphine, 3:1102 Trimellitic anhydride (TMA), 2:455, 458 Tris(3-methylbutyl)amine, 1:115 Trimesic acid, 2:450 Tris(4-nonylphenyl)phosphite, 3:1064 see also 1,3,5-Benzenetricarboxylic acid Trisodium cyanurate, 2:554 Trimethoprim, 3:1071 Trisodium nitrilotriacetate, 3:949 Trimethyladipic acid, 2:591, 829 Trisodium phosphonoformate, 3:1115 2,4,4-Trimethyladipic acid, 2:585 Trisorcin, 1:205 see also 2,4,4-Trimethylpentanedioic acid Triuret, 2:551 Trimethylaluminum, 1:93 Triuret [556-99-0], 3:1273 Trimethylaluminum (TMA), 1:102 Trolovol, 1:205 2,4,6-Trimethylaniline, 3:980 Trommcardin, 1:201 see also Mesidine Trophicard-Kohler,€ 1:201 Trimethylborane, 1:358 Tropic acid, 2:705 Trimethyl borate, 1:361 Truce–Smiles rearrangement, 3:1174 Trimethyl boroxine, 1:361 a-Truxillic acid, 2:530 3,3,5-Trimethyl-2-cyclohexen-1-one, 2:829 Truxinic acid, 2:530 see also a-Isophorone L-Tryosine, 1:173 toxicology, 2:834 L-Tryphtophan, 1:173 4,4,5-Trimethyl-1,3-dioxane, 2:821 Tryptamine, 2:736 Trimethylene chlorobromide, 1:373 Tryptophan Trimethylene chlorohydrin, 2:506 from indole, 2:736 2,4,4-Trimethylhexanedioic acid, 2:585 D,L-Tryptophan, 1:178 see also 2,4,4-Trimethyladipic acid L-Tryptophan, 1:203 1,3,5-Trimethyl-2-nitrobenzene, 3:980 syntheses, 1:188 Trimethylolethane, 1:51 Tryptophol, 2:737 Trimethylolpropane, 1:50 Tuex, 2:617 allyl ethers of, 1:82 Turpinal SL, 3:1115 toxicology, 1:55 Tyrazol, 3:1263 2,2,4-Trimethyl-1,3-pentanediol, 1:48 D,L-Tyrosine, 1:178 toxicology, 1:55 L-Tyrosine, 1:167, 203 2,4,4-Trimethyl-1-pentene production, 1:189 as alkylating agent for phenols, 3:1061 2,4,4-Trimethyl-2-pentene U as alkylating agent for phenols, 3:1061 Ultex, 2:616 2,3,4-Trimethylphenol, 3:1048 Ultranox, 3:1112 Vol. 1 to 3 Unads – Zocor 1329

Unads, 2:616 Vitamin H, bacterial, 1:306 Undecanedioic acid, 2:585 Vitamin L1, 1:305 n-Undecanoic acid, 2:436 Vitride, 2:692 see also Undecylic acid Vivacalcium, 1:202 Undecylic acid, 2:436 Vivioptal, 1:202 see also n-Undecanoic acid Voranate, 2:797 Urbacid, 1:228 Vorlex, 3:1209 Urbasulf, 1:228 Vulafor 322, 3:1262 Urea, 3:991 Vulcafor DDCN, 2:616 bicyclic, 3:1281 Vulcafor SDC, 2:615 cyanuric acid from, 2:550 Vulcafor TMTD, 2:617 cyclization, 3:1280 Vulcafor TMTM, 2:616 Urea derivatives, 3:1273 Vulcafor ZD:1C, 2:615 production processes, 3:1274 Vulcafor ZDMC, 2:615 Ureidocarboxylic acid, 1:170 Vulcanization accelerator Uric acid, 3:1132 thiuram sulfides and salts of N,N-dialkyldithiocarbamic acids, 7,70-Urylenebis(4-hydroxynaphthalene-2-sulfonic acid), 3:920 2:613 see also J Acid urea Vulkacit CRV, 2:617 Ustilan, 3:1209 Vulkacit J, 2:617 Uvitex NFW, 1:259 Vulkacit L, 2:615 Vulkacit LDA, 2:615 2: V Vulkacit LDB, 615 Vulkacit P, 2:616 Valcazit NPV/C, 3:1262 Vulkacit P extra N, 2:616 Valeric acid, 2:436, 443 Vulkacit Thiuram, 2:617 see also n-Pentanoic acid Vulkacit Thiuram MS, 2:616 Valeric acid mixture, 2:445 Vulkacit ZP, 2:616 g-Valerolactone, 3:1020 D-Valine, 1:178 D,L-Valine, 1:178 W L-Valine, 1:167, 173 Wastewater (sewage) production, 1:189 recovery of metals by reduction with NaBH4, 2:687 Vanillic acid, 2:719 Water softening see also 4-Hydroxy-3-methoxybenzoic acid with nitrilotriacetic acid, 3:951 Vanillin (4-hydroxy-3-methoxybenzaldehyde) Wenker process, 1:236 from guaiacol, 3:1070 Weston, 3:1112 Van Slyke method Wheland intermediate, 3:968 for analysis of amino acids, 1:169 ipso-Wheland intermediate, 3:969 Vapam, 2:618 Wilkinson’s catalyst, (PPh3)3RhCl, 2:697 Vat dye Williamson synthesis, 2:678 indigoid, 3:881 Windshield wiper, 1:104 Vat Red 14, 3:990 Wurtz synthesis, 3:1101 Vegadex, 2:619 of dicarboxylic acids, 2:590 Velcorin, 2:500 3: Veratrole (1,2-dimethoxybenzene), 1070, 1083 X Verdamax, 3:1265 Xama, 1:235 Versatic acid 5, 2:445 Xanthine, 3:1132 Versatic acid 10, 2:444, 445 Xylene Versatic acid 911, 2:436 separation of m–and p-, 1:242 Versatic acids, 2:440, 444, 445 separation of p–and o-, 1:242 Versene NTA, 3:951 m-Xylenesulfonic acid, 1:258 Vestanat/e, 2:797 Xylenesulfonic acids, 1:255 Victastab, 3:1116 2,3-Xylenol, 3:1041 Victawet, 3:1119 2,6-Xylidine, 3:978 Victoria Blue, 3:897 see also 2,6-Dimethylaniline Vidarabin, 3:1134 3,4-Xylidine, 3:978 see also 9–b–D–Arabinofuranosyladenine see also 3,4-Dimethylaniline Vinylacetyl chloride, 2:446 2,4-Xylidine (m-Xylidine), 3:978 4-Vinylbenzenesulfonamide, 1:259 see also 2,4-Dimethylaniline 4-Vinylbenzenesulfonic acid, 1:258 Vinyl bromide, 1:372 4-Vinylcyclohexene [100-40-3], 2:566 Z 4–Vinylcyclohexene, 2:566 Zantac, 3:1209 Vinylcyclohexene dioxide Zerlate, 2:618 toxicology, 2:642 Ziegler – Natta catalysts N-Vinylimidazole, 2:726, 727 use of organoaluminium, 1:101 toxicology, 2:729 Zinc Vinyl isothiocyanate, 3:1206 reducing agent in thiol production, 3:1223 4-Vinylphenol, 3:1067 reduction with Zn and NaOH, 1:280 Vinylphosphonic acid, 3:1115 Zinc carbamate, 2:618 N-Vinyl-2-pyrrolidone (NVP), 3:1140 Zinc dithiocarbamates, 2:604, 605, 615, 2:618 toxicology, 3:1142 Zinc fluoroborate, 1:351 1-Vinyl-2-pyrrolidone N-Vinyl-2-pyrrolidone (NVP) [88-12-0], 3:1140 Zineb, 2:618 Visclair, 1:204 Zirconium hydride, 2:696 Vitamin E, 3:1049 Zirconocene hydride chloride, 2:698 see from alkylphenols Zocor, 1:11