INDEX

Note. Numbers in parenthues and in 8quare brackets are boiling poi1iU and melting poi1iU, respectively; others are page numbers.

Abbe refractometer, 46 a-Acetyl-,'J-phenylhydrazine [128), 285 Absorption maxima. 180 Acetylpiperidine (226). 285 Acenaphthene [95], 313 solubility, 89 Acetal (102), 273 Acetylsalicylic acid [135), 278 solubility, 89 Acetylurea [218), 286 Acetaldehyde (21), 283 Acid anhydrides, derivatives of, 196 Acetals, derivatives of, 195 table of, 274 table of. 273 Acid chlorides, 97 Acetamide [82], 285 Acid halides, derivatives of, 196 solubility, 89 table of, 274 Acetanilide [1141. 285 Acidity, effect of structure on, 74 Acetates, 212 electronic effects on, 74 Acetic acid (118), 276 steric effects on, 76 Acetic anhydride (138), 274 Acids, derivatives of, 196 Acetoacetanilide [85], 285 table of, 276 2-Acet.o-p-cymene (250), 317 Aconitic acid [191), 279 Acetoin (142) [15), 280. 282, 316 Acridine [1081, 298 Acetol (146). 280, 316 Acrolein (52), 283 Acetomesitylene (245), 317 Acrolein acetal (126), 273 Acetone (56), 316 Acrylic acid (140), 276 Acetonedicarboxylic acid [135 d.). 278 Acrylonitrile (78), 321 Acetonitrile (81), 321 9-Acylamidoxanth9nes,222 Acetonylacetone (188), 317 Additivity principle, 185 Acetophenone (200), 317 Adipic acid [152], 278 solubility, 89 solubility, 89 m-Acetotoluide [65). 285 D-Alanine'[297 d.), 300 o-Acetotoluide [112), 285 L-Alanine [297 d.), 300 p-Acetotoluide [153], 286 dl-Alanine [295 cl.. ), 300 Acetoxime. solubility, 89 I3-Alanine [196), 299 p-Acetoxy-N-methylacetanilide [98). Alcohols, derivatives of, 206 285 Acetylacetone (139). 316 table of, 280 Acetylanthranilic acid [185], 279 Aldehydes, derivativos of, 214 Acetyl bromide (81),274 methone derivatives of, 220 Acetyl chloride (55),274 oxidation of, 218 Acetylenedicarboxylic acid [179), 279 table of, 283 a-Acetyl-IJ-methylurea [180), 286 Alizarin 1289), 319 393 394 INDEX INDEX Alkenyl halides, derivatives of, 242 m-Aminobenzenesulfonamide [142], 2-Amino-4-isopropyltoluene (242), ""AI table of, 308 327 290 so Alkyl halides, derivatives of, 242 o-Aminobenzenesulfonamide [153], p-Amino-N-methylacetanilide [631, ""AI table of, 309 327 292 ""AI S-Alkylisothiourea picrates, 245 p-Aminobenzenesulfonamide [163], o-Amino-N-methylaniline (245), 290 terf,.J Alkylmercuric halides, 244 327 p-Amino-N-methylaniline (258), 290 ""Ali Alkyl (j-naphthyl ethers, 244 m-Aminobenzoic acid [174 do], 299 2-Amino-5-methylbenzene-l,3-disul­ ""Ali O-Alkylsaccharin derivatives, 208 p-Aminobenzoic acid [186 dol, 299 fonamide [2571, 328 terf,...J p-Aminobenzophenone [124], 294 D-Allothreonine [272 do], 299 2-Amino-5-methylbenzene-l,3-disul­ ""Aq 2-Aminobiphenyl (299) [45], 291 rrAliothreonine [272 do], 299 fonyl chloride [156], 332 ""Aq 4-Aminobiphenyl (302) [53], 291 dl-Allothreonine [252 dol, 299 2-Amino-5-nitro-l,4-dimethylben­ ""Aq Alloxan [170 do], 286 2-Amino-5-bromotoluene [59], 292 zene [1421, 294 terf,...A Allyl acetate (103), 302 4-Amino-3-bromotoluene (240) [26], 4-Amino-5-nitro-l,3-dimethylben­ ""An solubility, 89 290,291 zene [761, 292 Bee-A Allyl alcohol (97), 280 D-a-Amino-n-butyric acid [285 do], 4-Amino-6-nitro-l,3-dimethylben­ ""An solubility, 89 300 zene [123], 294 ""An: Allylamine (56), 288 dl-a-Amino-n-butyric acid [307 d.l, l-Amino-2-nitronaphthalene [144], p-tert Allylbenzene (157), 315 300 295 ""An: Allyl benzoate (230), 303 2-Amino-4-chlorophenol (134), 288 l-Amin0-4-nitronaphthalene [1951, Anetl Allyl bromide (71), 308 3-Amino-6-chlorotoluene (241) [83], 295 Ange: Allyl chloride (46), 308 293 2-Amino-5-nitronaphthalene [1441, Anili< Allyl cyanide (118), 321 2-Amino-3,5-dichlorotoluene [SO], 291 294 AniliI Allyl ethyl ether (65), 306 4-Amino-3,5-dichlorotoluene [60], 292 2-Amin0-3-nitrotoluene [97], 003 soh Allyl formate (83), 302 p-Amino-N,N-diethylaniline (262), 2-Amino-4-nitrotoluene [1071, 294 Anisa Allyl iodide (103), 308 290 2-Amino-5-nitrotoluene [1301, 294 Anisi< Allylurea [80], 285 o-Amino-N,N-dimethylaniline (217), 3-Amino-6-nitrotoluene [135], 294 m-An Aluminum chloride, anhydrous, 99 289 4-Amino-2-nitrotoluene [771. 292 o-Anil Amides, derivatives of, 220 p-Amino-iV,N-dimethylaniline (262) 4-Amino-3-nitrotoluene [116], 294 p-AniJ preparation of, 200, 226 [41],291 m-Aminophenol [1221, 294 Anisol table of, 285 2-Amino-l,3-dimethylbenzene (216), solubility, 89 Anisy Amines, primary and secondary de­ 289 o-Aminophenol [1741,295 Anisyl rivatives of, 222 2-Amino-l,4-dimethylbenzene (215) solubility, 89 Anthr table of, 288 p-Aminophenol [184 do], 295 [15], 289, 291 Anthr tertiary, derivatives of, 228 solubility, 89 4-Amino-l,2-dimethylbenzene (226) solu quaternary ammonium salts of, p-Aminophenylacetic acid [200 dol, [49], 291 Anthr. 228 4-Amino-l,3-dimethylbenzene (212), 299 table of, 296 1,5-Ali 289 2-Aminopyridine [56], 291 m-Aminoacetanilide [279], 295 [2 5-Amino-l,3-dimethylbenzene (220), 5-Aminosalicylic acid [283 do), 300 p-Aminoacetanilide [162], 286, 295 a-Amino-n-valeric acid, solubility, 89 1,S-An 289 p-Aminoacetophenone (295) [106], Amphoteric compounds, solubility, 83 [3 4-Amino-2,6-dinitrotoluene [169], 295 294 Amygdalin [214 do], 301 I,5-Aq 4-Amino-3,5-dinitrotoluene [166], 295 Amino acids, derivatives of, 230 n-Amyl acetate (146), 302 [2 2-Aminodiphenylamine [80], 293 table of, 299 n-Amyl alcohol (138), 280 I,6-An 4-Aminodiphenylamine [75], 292 p-toluenesulfonyl derivatives of, solubility, 89 [I' 231 (j-Aminoethyl alcohol, solubility, 89 sec-Amyl alcohol (119), 280 I,7-An 2-Aminoanthraquinone [302], 295 5-Amino-2-hydroxytoluene [1731, 295 solubility, 89 [2 p-Aminoazobenzene (360) [125), 294, a-Aminoisobutyric acid [280 dol, 300 leTI-Amyl alcohol (102), 280 I,ll-An 324 solubility, 89 solubility, 89 [2: INDEX INDEX 395

242 m-Aminobenzenesulfonamide [142J, 2-Amino-4-isopropyItoluene (242), n-Amylamine (104), 288 327 290 solubility, 89 o-Aminobenzenesulfonamide [1531, p-Amino-N-methylacetanilide [63], n-Amylbenzene (202), 313 327 292 n-Amyl bromide (129), 309 p-Aminobenzenesulfonamide [163], o-Amino-N-methylaniline (245), 290 tert-Amyl bromide (108), 309 327 p-Amino-N-methylaniline (258), 290 n-Amyl n-butyrate (185), 303 m-Aminobenzoic acid [174 do], 299 2-Amino-5-methylbenzene-1,3-disul­ n-Amyl chloride (107), 309 p-Aminobenzoic acid [186 doJ, 299 fonamide [257], 328 tert-Amyl chloride (86), 309 p-Aminobenzophenone [124J, 294 2-Amino-5-methylbenzene-1,3-disul­ n-Amyl ether (190), 306 2-Aminobiphenyl (299) [45J, 291 fonyl chloride [156], 332 n-Amyl formate (130), 302 4-Aminobiphenyl (302) [53], 291 2-Amino-5-nitro-1,4-dimethylben­ n-Amyl iodide (156), 309 2-Amino-5-bromotoluene [59], 292 zene [142], 294 tert-Amyl iodide (128), 309 4-Amino-3-bromotoluene (240) [26], 4-Amin0-5-nitro-1,3-Anethole (232) [22], 307, 308 3-Amino-6-chlorotoluene (241) [83J, 295 Angelic acid [461, 277 293 2-Amino-5-nitronaphthalene [144], Anilides, 200, 244 2-Amino-3,5-dichlorotoluene [50], 291 294 Aniline (183), 288 4-Amino-3,5-dichlorotoluene [601, 292 2-Amin0-3-nitrotoluene (97), ~93 solubility, 89 p-Amino-N,N-diethylaniline (262), 2-Amino-4-nitrotoluene [107], 294 Anisaldehyde (247), 283 290 2-Amino-5-nitrotoluene [130], 294 Anisic acid [184], 279 o-Amino-N,N-dimethylaniline (217), 3-Amino-6-nitrotoluene [135], 294 m-Anisidine (251), 290 99 289 4-Amino-2-nitrotoluene [77], 292 o-Anisidine (225), 289 p-Amino-N,N-dimethylaniline (262) 4-Amino-3-nitrotoluene [116], 294 p-Anisidine (243) [57], 292 [41], 291 m-Aminophenol [122], 294 Anisole (154), 307 2-Amino-1,3-dimethylbenzene (216), solubility, 89 Anisyl alcohol [45], 282 de­ 289 o-Aminophenol [174], 295 Anisyl chloride [26], 275 2-Amino-1,4-dimethylbenzene (215) solubility, 89 Anthracene [216], 313 [15], 289, 291 p-Aminophenol [184 do], 295 Anthranilic acid [144 do], 299 4-Amino-1,2-dimethylbenzene (226) solubility, 89 solubility, 89 tB of, p-Aminophenylacetic acid [200 do]. [491,291 Anthraquinone [286], 319 299 4-Amino-1,3-dimethylbenzene (212), 1,5-Anthraquinonedisulfonamide 2-Aminopyridine [56], 291 289 [246], 328 5-Amino-1,3-dimethylbenzene (220), 5-Aminosalicylic acid [283 do], 300 a-Amino-n-valeric acid, solubility, 89 1,8-Anthraquinonedisulfonamide 289 Amphoteric compounds, solubility, 83 [340],328 4-Amino-2,6-dinitrotoluene [169], 295 Amygdalin [214 do], 301 1,5-Anthraquinonedisulfonyl chloride 4-Amino-3,5-dinitrotoluene [166], 295 n-Amyl acetate (146), 302 [265 do], 332 2-Aminodiphenylamine [80], 293 n-Amyl alcohol (138), 280 1,6-Anthraquinonedisulfonyl chloride 4-Aminodiphenylamine [75], 292 solubility, 89 [198],332 fj-Aminoethyl alcohol, solubility, 89 sec-Amyl alcohol (119), 280 1,7-Anthraquinonedisulfonyl chloride 5-Amino-2-hydroxytoluene [173]. 295 solubility, 89 [232],332 ,294, a-Aminoisobutyric acid [280 d.]. 300 tert-Amyl alcohol (102), 280 1,R-Anthraquinonedisulfonyl chloride solubility, 89 soluhility, 89 [223], 332 396 INDEX INDEX

2,6-Anthraquinonedisulfonyl chloride o-Azoxytoluene [591, 324 Benzoate&, 212 N-De [2501,332 p-Azoxytoluene [751, 324 Benzohydrol (297) [69], 281, 282 BenJ: 2,7-Anthraquinonedisulfonyl chloride Benzoic acid [1211, 278 Be~ [1861,332 Baeyer test, 133 Benzoic anhydride (42), 275 Anthraquinone-,B-sulfonamide [2611, Barbituric acid [245], 287 solubility, 89 Bens 328 solubility, 89 Benzoin (343) [133],282,319 Bens Anthraquinone-a-sulfonyl chloride Basicity, effect of structure on, 74 Benzonitrile (191), 321 p-Bel [214J,332 electronic effects on, 74 Benzophenone (305) [48]. 318 Bens Anthraquinone-,B-sulfonyl chloride steric effects on, 76 Benzopinacol (186), 282 Benz [197],332 Beilstein's test, 60 Benzoquinone [115], 319 Benz Antipyrine [113], 298 Benedict's solution, 102 solubility, 89 sol Apiole [32]. 308 Benzalacetone (262) [41],318 o-Benzotoluide [142], 286 Benz L-Arabinose [160 do], 301 Benzalacetophenone (348) [62], 318 p-Benzotoluide [1581. 286 Benz dl-Arabinose [164 do], 301 Benzal chloride (212), 312 Benzotrichloride (220), 312 Benz Arbutin [165 d.l, 301 Benzaldehyde (179),283 Benzoylacetone, solubility, 89 Benz o-Arginine [238 do]. 299 Benzamide [1281. 286 o-Benzoylbenzoic acid [1261, 278 Benz dl-Arginine [238 do], 299 Benzamides, 226 Benzoyl bromide (218), 274 j Aromatic hydrocarbons, derivatives Benzanilide [161]. 286 ,.-Benzoylbutyric acid [127], 278 Benz of, 247 Benzanthrone [170], 319 Benzoylcarbinol, solubility, 89 Benz table of, 313 Benzene (SO), 313 Benzoyl chloride (197), 274 Biael Aroylbenzoic acids, 250 Benzeneazo-o-cresol [128}, 324 a-Benzoyl-~phenylhydrazine [168], Biani Aryl halides. 310 Benzeneazodiphenylamine [96], 324 286 a,a'-] Aryl methyl ketones, 251 1-Benzeneazo-2-naphthol [131], 324 Benzoylpiperidine [48), 285 p,p'-] Aryloxyacetic acids. 264 1,2-Benzenedisulfonamide [254], 328 ,B-Benzoylpropionic acid [116], 278 Biph Arylsulfonamides, 227 1.3-Benzenedisulfonamide [229]. 328 Benzyl acetate (216), 303 Bipb o-Ascorbic acid, 301 1,4-Benzenedisulfonamide [2&JS]. 328 Benzyl alcohol (205), 281 l L-Ascorbic acid, 301 1,2-Benzenedisulfonyl chloride [1431, solubility, 89 Bipb dl-Ascorbic acid [169 d.], 301 332 N-Benzylamides, 237 I o-Asparagine [226 d.], 299 1,3-Benzenedisulfonyl chloride [63]. Benzylamine (184), 288 Biph L-Asparagine [226 d.], 299 330 solubility, 89 . p,p'-] o-Aspartic acid [270 d.], 299 1,4-Benzenedisulfonyl chloride [139]. N-Benzylaniline (298) [37], 290, 291 1 L-Aspartic acid [270 d.], 299 332 Benzyl benzoate (323), 304 Biun dl-Aspartic acid [280 d.l, 300 a-Benzene hexachloride [157], 312 Benzyl bromide (198), 309 sol Association, 72 ,B-Benzene hexachloride [310]. 312 Benzyl n-butyl ether (212), 306 BoiliJ Azelaic acid [106], 277 Benzenesulfinic acid. solubility, 89 Benzyl n-butyrate (238). 303 elIl solubility, 89 Benzenesulfonamide [153], 327 Benzyl chloride (179), 309 n-Ba Azobenzene [68], 324 Benzenesulfonamides. 227 Benzyl chloroacetate (147), 302 Bom Azo compounds, 261, 324 Benzenesulfonic acid, solubility, 89 Benzyl cinnamate [39]. 304 Bom derivatives of, 261 Benzenesulfonyl chloride [14], 103, Benzyl ether (298), 306 L-Boi table of, 324 329 N-Benzyl-N-ethylaniline (312 d.), BroIl: 2,2'-Azonaphthalene [208], 324 1,3,5-Benzenetrisulfonamide [312], 297 sol o-Azophcnetole [131], 324 328 Benzyl ethyl ether (189), 306 BroIl: p-Azophenetole [160], 324 1,3,5-Benzenetrisulfonyl chloride Benzyl ethyl ketone (226).317 BrOIl: o-Azotoluene [55], 324 [187],332 Benzyl formate (203). 303 BroIl: p-Azotoluene [144], 324 Benzidine (400) [127], 294 Benzyl isobutyl ether (212), 306 p-Bn Azoxybenzene [36], 324 solubility, 89 Benzylmalonic acid [117 d.], 278 BroIl: Azoxy compounds, derivatives of, 261 Benzil (347) [95]. 318 solubility, 89 BroIl: table of, 324 Benzilie acid [150], 278 Benzyl mercaptan (194), 320 p-Bn INDEX INDEX 397

oride o-Azoxytoluene 159], 324 Benzoates, 212 N-Benzyl-N-methylaniline (306), 297 p-Azoxytoluene [75], 324 Benzohydrol (297) [69], 281, 282 Benzyl methyl ether (167),306 oride Benzoic acid [121], 278 Benzyl methyl ketone (216) [271,317, Baeyer test, 133 Benzoic anhydride [42], 275 318 Barbituric acid [245], 287 solubility, 89 Benzyl a-naphthyl ether [77), 308 solubility, 89 Benzoin (343) 1133], 282, 319 Benzyl oxalate [SO), 305 Basicity, effect of structure on, 74 Benzonitrile (191), 321 p-Benzylphenol [84], 326 electronic effects on, 74 Benzophenone (305) [48], 318 Benzyl phthalate [42], 304 steric effects on, 76 Benzopinacol [186], 282 Benzylpseudothiuronium salts, 202 Beilstein's test, 60 Benzoquinone [115], 319 Benzyl salicylate (320), 304 Benedict's solution, 102 solubility, 89 solubility, 89 Benzalacetone (262) [41], 318 o-Benzotoluide [142], 286 Benzyl succinate [42], 305 Benzalacetophenone (348) [62], 318 p-Benzotoluide [158], 286 Benzylsulfonamide [105], 327 Benzal chloride (212), 312 Benzotrichloride (220), 312 Benzylsulfonamides, 227 Benzaldehyde (179), 283 Benzoylacetone, solubility, 89 Benzylsulfonyl chloride [92], 331 Benzamide [128], 286 o-Benzoylbenzoic acid [126], 278 Benzylthiuronium alkyl hydrogen sul­ Benzamides, 226 Benzoyl bromide (218), 274 fates, 214 tives Benzanilide [161], 286 -y-Benzoylbutyric acid [127], 278 Benzylthiuronium sulfonates, 269 Benzanthr0ne [170], 319 Benzoylcarbinol, solubility, 89 Benzylurea [149], 286 Benzene (SO), 313 Benzoyl chloride (197), 274 Biacetyl (88), 316 Benzeneazo-o-cresol [l28t, 324 a-Benzoyl-,B-phenylhydrazine 1168], Bianisidine [135], 294 Benzeneazodiphenylamine [96], 324 286 a,a'-Binaphthyl [160], 313 1-Benzeneazo-2-naphthol [131], 324 Benzoylpiperidine [48], 285 p,p'-Binaphthyl [188], 313 1,2-Benzenedisulfonamide [254], 328 p-Benzoylpropionic acid 1116], 278 Biphenyl [70], 313 1,3-Benzenedisulfonamide [229), 328 Benzyll1cetate (216), 303 Biphenyl-4,4'-disulfonamide [300), 1,4-Benzenedisulfonamide 12&S], 328 Benzyl alcohol (205), 281 328 1,2-Benzenedisulfonyl chloride 1143], solubility, 89 Biphenyl-4,4'-disulfonyl chloride 332 N-Benzylamides, 237 [203],332 1,3-Benzenedisulfonyl chloride [63], Benzylamine (184), 288 Biphenylmercaptan [111], 320 330 solubility, 89 , p,p'-Bis(dimethylamino)benzo­ 1,4-Benzenedisulfonyl chloride [139), N-Benzylaniline (298) [37], 290, 291 phenone [174], 298 332 Benzyl benzoate (323), 304 Biuret [192 d.], 286 a-Benzene hexachloride [157], 312 Benzyl bromide (198), 309 solubility, 89 p-Benzene hexachloride [310], 312 Benzyl ~butyl ether (212), 306 Boiling points, 30 Benzenesulfinic acid, solubility, 89 Benzyl ~butyrate (238), 303 effect of pressure on, 32 Benzenesulfonamide [153], 327 Benzyl chloride (179), 309 D-Borneol [208], 282 Benzenesulfonamides, 227 Benzyl chloroacetate (147), 302 Bornyl acetate (221) [29], 304 Benzenesulfonic acid, solubility, 89 Benzyl cinnamate [39], 304 Bornyl chloride (207), 309 Benzenesulfonyl chloride [14], 103, Benzyl ether (298), 306 L-Bornylene (146) IIl3], 315 329 N-Benzyl-N-ethylaniline (312 d.), Bromal (174), 283 1,3,5-Benzenetrisulfonamide [312], 297 solubility, 89 328 Benzyl ethyl ether (189), 306 Brominl1tion, 240, 264 1,3,5-Benzenetrisulfonyl chloride Benzyl ethyl ketone (226), 317 Bromine in carbon tetrachloride, 106 [187],332 Benzyl formate (203), 303 Bromine water, 109 Benzidine (400) [127], 294 Benzyl isobutyl ether (212), 306 p-Bromoacetanilide [167], 286 solubility, 89 Benzylmalonic acid [117 d.l, 278 Bromoacetic acid (208) (50], 276, 277 f,261 Benzil (347) [95], 318 solubility, 89 Bromoacetone (136), 316 Benzilic acid [1501, 278 Benzyl mercaptan (194), 320 p-Bromoacetophenone (255) [51], 318 398 INDEX INDEX

w-Bromoacetophenone [50], 318 p-Bromo-N,N-diethylaniline (270) o-Bromotoluene (181), 310 n-Bu Bromoacetyl bromide (149), 274 [34],298 p-Bromotoluene (185) [28], 310, 311 sol Bromoacetyl chloride (127), 274 p-Bromo-N,N-dimethylaniline (264) 1-Butanesulfonamide [45], 327 n-Bu p-Bromoanilides, 200 [55],298 1-Butanesulfonyl chloride (75/10 p-lerl m-Bromoaniline (251) [18], 290, 291 2-Bromoethanol (150), 280 rom.),329 n-Bu o-Bromoaniline (250) [31], 290, 291 tl-Bromoethyl acetate (163), 302 tl-Butenonitrile (118), 321 n-Bu p-Bromoaniline (245 d.) [66], 292 tl-Bromoethyl ether (127), 306 n-Butyl acetate (125), 302 n-Bu o-Bromoanisole (218), 307 tl-Bromoethyl phenyl ether [32], 308 solubility, 89 n-Bu p-Bromoanisole (223),307 Bromoform (151), 312 sec-Butyl acetate (111), 302 n-Bu m-Bromobenzaldehyde (236), 283 Bromohydroquinone [1101, 326 solubility, 89 d-n-I p-Bromobenzaldehyde [67], 284 a-Bromoisobutyric acid (200) [49], n-Butyl alcohol (116), 280 n-Bu m-Bromobenzamide [155], 286 276,277 solubility, 89 sol o-Bromobenzamide [155], 286 tl-Bromoisobutyric acid [22], 277 sec-Butyl alcohol (99), 280 n-Bu p-Bromobenzamide [189], 286 a-Bromoisovaleric acid (230) [44], teTt-Butyl alcohol (83), 280 sol Bromobenzene (157), 310 276,277 n-Butylamine (77), 288 n-Bu 3-Bromobenzene-1,5-disulfonamide a-Bromoisovalerylurea [145], 286 sec-Butylamine (63), 288 n-Bu [256],328 Bromomesitylene (225), 310 n-Butyl p-aminobenzoate [561, 292 sol 3-Bromobenzene-1,5-disulfonyl 2-Bromo-4-methylacetanilide [117], N-n-Butylaniline (236), 290 n-Bu chloride [100], 328 285 n-Butylbenzene (182), 313 Buty m-Bromobenzenesulfonamide [154], Bromomethyl acetate (130), 302 n-Butyl benzoate (249), 304 'Y-Bu 327 a-Bromonaphthalene (279), 310 n-Butyl bromide (100), 309 n-Bu o-Bromobenzenesulfonamide [186], tl-Bromonaphthalene [59J, 311 sec-Butyl bromide (90), 309 sol 328 1-Bromo-4-naphthalenesulfonamide teTt-Butyl bromide (72), 309 n-Bu p-Bromobenzenesulfonamide [166], [193],328 n-Butyl n-butyrate (165), 302 sol 327 2-Bromo-1-naphthalenesulfonamide n-Butyl carbamate [54], 285 p-Bromobenzenesulfonamides, 227 [140],327 sec-Butylcarbinol (128), 280 CaliE o-Bromobenzenesulfonyl chloride [51], 1-Bromo-4-naphthalenesulfonyl n-Butyl carbonate (207), 303 LoCa: 330 chloride [83], 331 solubility, 89 D-Ca p-Bromobenzenesulfonyl chloride m-Bromonitrobenzene (257) [54], 323 n-Butyl chloride (77), 309 dl-CI [75],331 o-Bromonitrobenzene (261) [43], 323 sec-Butyl chloride (67), 309 sol m-Bromobenzoic acid [155], 278 p-Bromonitrobenzene (259) [126],314 teTt-Butyl chloride (51), 309 D-Ca o-Bromobenzoic acid [150], 278 p-Bromophenacyl bromide [109], 318 n-Butyl chloroacetate (175), 303 an p-Bromobenzoic acid [251], 279 p-Bromophenacyl esters, 200 n-Butyl chloroformate (145), 302 Cam. p-Bromobenzonitrile [112], 321 o-Bromophenetole (224), 307 n-Butyl o-cresyl ether (223), 307 D-Ca o-Bromobenzyl bromide [30], 312 p-Bromophenetoll.' (229), 307 n-Butyl ether (140), 306 D-Ca p-Bromobenzyl bromide [63], 312 m-Bromophenol (236) [32], 325 solubility, 89 D-Ca p-Bromobenzylpseudothiouronium o-Bromophenol (195), 325 n-Butylethylbarbituric acid [125], 285 O:C~ salts, 202 p-Bromophenol [63], 326 n-Butyl formate (107), 302 p-Bromobenzylsulfonamide [188], 328 p-Bromophenylhydrazine [106], 294 solubility, 89 D-Ca 4-Bromobiphenyl [89], 311 1-Bromopropene (60), 308 sec-Butyl formate (97), 298 a-Bromo-n-butyric acid (217 d.), 2-Bromopropene (48),308 n-Butyl iodide (130), 309 D-Ca 276 a-Bromopropionic acid (205) [24], sec-Butyl iodide (119), 309 D-a-Bromocamphor (274) [76], 318 276, 277 tert-Butyl iodide (98), 309 Capr a-Bromo-n-caproic acid (240), 276 solubility, 89 n-Butyl mercaptan (97), 320 n-Cs; p-Bromochlorobenzene [67J, 311 tl-Bromopropionic acid [62], 277 .solubility, 89 n-Ca 1-Bromo-1-chloroethane (83), 312 a-Bromopropionyl bromide (153),274 n-Butyl methyl ketone (129), 316 n-Ca: 1-Bromo-2-chloroethane (107), 310 I3-Bromostyrene (221), 308 n-Butyl nitrate (136), 305 n-Ca 2-Bromocymene (234), 310 m-Bromotoluene (183), 310 n-Butyl nitrite (75), 305 n-Ca INDEX INDEX 399

p-Bromo-N,N-diethylaniline (270) o-Bromotoluene (181), 310 n-Butyl oxalate (243), 304 [34],298 p-Bromotoluene (185) [28), 310, 311 solubility, 89 p-Bromo-N,N-dimethylaniline (264) 1-Butanesulfonamide [45], 327 n-Butyl oxamate [88], 285 [55),298 1-Butanesulfonyl chloride (75/10 p-tert-ButylphenoI [95], 326 2-Bromoethanol (150), 280 mm.),329 n-Butyl phenylacetate (254), 304 tl-Bromoethyl acetate (163), 302 tl-Butenonitrile (118), 321 n-Butyl phenyl ether (210), 307 tl-Bromoethyl ether (127), 306 n-Butyl acetate (125), 302 n-Butyl phthalate (338), 304 tl-Bromoethyl phenyl ether [32), 308 solubility, 89 n-Butyl propionate (144), 302 Bromoform (151), 312 sec-Butyl acetate (111), 302 n-Butyl salicylate (268), 304 Bromohydroquinone [110], 326 solubility, 89 d-n-Butyl tartrate [22], 304 a-Bromoisobutyric acid (200) [49), n-Butyl alcohol (116), 280 n-Butyraldehyde (74), 283 276, 277 solubility, 89 solubility, 89 tl-Bromoisobutyric acid [22), 277 sec-Butyl alcohol (99), 280 n-Butyramide [115), 285 a-Bromoisovaleric acid (230) [44], tert-Butyl alcohol (83), 280 solubility, 89 276, 277 n-Butylamine (77), 288 n-Butyranilide [95), 285 de a-Bromoisovalerylurea [145J, 286 sec-Butylamine (63), 288 n-Butyric acid (163), 276 Bromomesitylene (225), 310 n-Butyl p-aminobenzoate [56]., 292 solubility, 89 2-Bromo-4-methylacetanilide [117], N-n-Butylaniline (236), 290 n-Butyric anhydride (191), 274 285 n-Butylbenzene (182), 313 Butyroin (190),281,317 Bromomethyl acetate (130), 302 n-Butyl benzoate (249), 304 -y-Butyrolactone (204), 303 a-Bromonaphthalene (279), 310 n-Butyl bromide (100), 309 n-Butyronitrile (118), 321 tl-Bromonaphthalene [59J, 311 sec-Butyl bromide (90), 309 solubility, 89 1-Brom0-4-naphthalenesulfonamide teTt-Butyl bromide (72), 309 n-Butyryl chloride (100), 274 [193], 328 n-Butyl n-butyrate (165), 302 solubility, 89 2-Bromo-1-naphthalenesulfonamide n-Butyl carbamate [54), 285 [140),327 sec-Butylcarbinol (128), 280 Caffeine [234), 287 1-Brom0-4-naphthalenesulfonyl n-Butyl carbonate (207), 303 L-Camphene (160) [42], 315 chloride [83), 331 solubility, 89 D-Camphor (205) [179], 319 m-Bromonitrobenzene (257) [54), 323 n-Butyl chloride (77), 309 dl-Camphor (205) [178),319 o-Bromonitrobenzene (261) [43], 323 sec-Butyl chloride (67), 309 solubility, 89 p-Bromonitrobenzene (259) [126], 314 teTt-Butyl chloride (51), 309 D-Camphoric acid [187), 279 p-Bromophenacyl bromide [1091, 318 n-Butyl chloroacetate (175), 303 anhydride [221), 275 p-Bromophenacyl esters, 200 n-Butyl chloroformate (145), 302 Camphorquinone [198), 319 o-Bromophenetole (224), 307 n-Butyl o-cresyl ether (223), 307 n-Camphor-3-sulfonamide [143], 327 p-Bromophenetoll' (229),307 n-Butyl ether (140), 306 n-Camphor-8-sulfonamide [137], 327 m-Bromophenol (236) [32], 325 solubility, 89 D-Camphor-10-sulfonamide [132), 327 o-Bromophenol (195), 325 n-Butylethylbarbituric acid [125], 285 n:Camphor-3-sulfonyl chloride [88], p-Bromophenol [63], 326 n-Butyl formate (107), 302 331 p-Bromophenylhydrazine [1061, 294 solubility, 89 n-Camphor-8-sulfonyl chloride [138], 1-Bromopropene (60), 308 sec-Butyl formate (97), 298 332 2-Bromopropene (48), 308 n-Butyl iodide (130), 309 D-Camphor-10-sulfonyl chloride [67), a-Bromopropionic acid (205) [24], sec-Butyl iodide (119), 309 330 276,277 tert-Butyl iodide (98), 309 Capric acid (270) [30], 276, 277 solubility, 89 n-Butyl mercaptan (97), 320 n-Caproaldehyde (128), 283 tl-Bromopropionic acid [621, 277 .solubility, 89 n-Caproamide [101], 285 2 a-Bromopropionyl bromide (153), 274 n-Butyl methyl ketone (129), 316 n-Caproic acid (205), 276 10 tl-Brom08tyrene (221), 308 n-Butyl nitrate (136), 305 n-Capronitrile (164), 321 m-Bromotoluene (183), 310 n-Butyl nitrite (75), 305 n-Caproyl chloride (153), 274 INDEX 400 INDEX 2-Ch n-Caprylic acid (236), 276 p-Chloroaniline (232) [701, 292 4-Chloro-2,5-dimethylbenzene­ Caprylonitrile (200), 321 o-Chloroanisole (195), 307 sulfonyl chloride [501, 330 I 2-Ch Carbamide [1321, 286 p-Chloroanisole (200), 307 2-Chloro-3,5-dinitrobenzoic acid Carbanilide [2381, 287 2-Chloro-6-anthraquinonesulfonyl [1991,279 I 3-Ch Carbazole (351) [2431, 295 chloride [2021, 332 p-Chloroethyl acetate (145), '302 Carbohydrates, derivatives of, 231 2-Chloro-7-anthraquinonesulfony] solubility, 89 I 3-Ch table of, 301 chloride [1761, 332 p-Chloroethylbenzene (182), 310 Carbon disulfide, solubility, 89 Chloroarylsulfonamides, 271 cr-Chloroethyl ether (98), 306 I 5-Ch Carbon tetrabromide [921, 312 Chloroarylsulfonanilides, 271 p-Chloroethyl ether (107), 306 Carbon tetrachloride (78), 312 m-Chlorobenzaldehyde (208), 283 Chloroform (61), 312 I 5-Ch Carbostyril [2001, 326 o-Chlorobenzaldehyde (208), 283 Chlorohydroquinone [106], 326 Carvacrol (237) [01, 325 p-Chlorobenzaldehyde (214) [471, 284 solubility, 89 I 5-Ch Carvone (225), 317 Chlorobenzene (132), 310 2-Chloro-5-hydroxytoluene [66J, 326 Catechol [1041, 326 3-Chlorobenzene-1,5-disulfonamide 3-Chlor0-4-methoxybenzenesulfon­ 5-Ch solubility, 89 [2241,328 amide [131], 327 Catechol diethyl ether [43], 308 3-Chlorobenzene-1,5-disulfonyl 3-Chlor0-4-methoxybenzenesulfonyl Cellobiose [225 d.l, 301 chloride [1061, '331 chloride [82], 331 .,..m ~ Cellulose, 301 m-Chlorobenzenesulfonamide [1481, Chloromethyl acetate (111), 302 l-Ch Cellulose acetate, 301 327 2-Chloro-4-methylbenzenesulfon­ Ceric nitrate reagent, 110 o-Chlorobenzenesulfonamide [1881, amide [1861, 328 4-Ch Cetyl acetate [221, 304 328 4-Chloro-2-methylbenzenesulfon­ Cetyl alcohol [501, 282 p-Chlorobenzenesulfonamide [1441, amide [1851, 328 Cetyl chloride (289 d.), 309 327 2-Chlor0-4-methylbenzenesulfonyl 8-Ch Cetyl mercaptan (170/3 mm.) [181, o-Chlorobenzenesulfonyl chloride [281, chloride [461, 329 320 329 4-Chloro-2-methylbenzenesulfonyl 4-Ch Chaulmoogramide [106], 285 p-Chlorobenzenesulfonyl chloride chloride [541, 330 Chaulmoogric acid [681, 277 [531,330 Chloromethyl ether (59), 306 8-Ct Chelidonic acid [2621, 279 m-Chlorobenzoic acid [1581, 278 Chloromethyl ethyl ether (80), 306 Chloral (98), 283 o-Chlorobenzoic acid [1401, 278 2-Chloro-5-methyl-3-nitrobenzene­ 4-Ct solubility, 89 p-Chlorobenzoic acid [2421, 279 sulfonamide [196], 328 m-C Chloranil [2901, 319 p-Chlorobenzonitrile [921, 321 2-Chloro-5-methyl-4-nitrobenzene­ o-Ch a-Chloroacetamide [1191, 285 m-Chlorobenzoyl chloride (225), 274 sulfonamide [1881, 328 p-CI o-Chloroacetanilide [88], 285 o-Chlorobenzoyl chloride (238) [-41, 2-Chloro-5-methyl-6-nitrobenzene­ 4-C1 p-Chloroacetanilide [1791, 286 274 sulfonamide [1771, 327 Chloroacetic acid (185) [631, 276, 277 p-Chlorobenzoyl chloride (222) [161, 3-Chloro-2-methyl-5-nitrobenzene­ p-CI Chloroacetic anhydride [451, 275 274,275 sulfonamide [1611, 327 o-C1 Chloroacetone (119), 316 o-Chlorobenzyl chloride (214), 312 3-Chloro-2-methyl-6-nitrobenzene­ p-CI p-Chloroacetophenone (232), 316 p-Chlorobenzyl chloride (214) [291, sulfonamide [1811, 327 m-C w-Chloroacetophenone (244) [59], 318 312 5-Chloro-2-methyl-3-nitrobenzene­ o-C1: Chloroacetyl bromide (127), 274 p-Chlorobenzylpseudothiuronium sulfonamide [167], 327 p-Cl Chloroacetyl chloride (105), 274 salts, 202 5-Chloro-2-methyl-6-nitrobenzene­ ChI< 5-Chlor0-4-amino-1,2-dimethyl­ 2-Chlorobiphenyl [341, 311 sulfonamide [183], 328 Chl< benzene [401, 291 4-Chlorobiphenyl [771, 311 5-Chloro-4-methyl-2-nitroben,;ene­ Chl< 3-Chlor0-4-aminotoluene (223), 289 oy-Chlorobutyronitrile (197), 321 sulfonamide [1811, 328 3-C1: 5-Chloro-2-aminotoluene (241) [291, 2-Chlor0-3,5-diaminotoluene [731, 292 &-Chloro-4-methyl-3-nitrobenzene­ 290,291 6-Chloro-2,4-dibromoaniline [951, 293 sulfonamide [182J, 328 1-CI m-Chloroaniline (230), 290 4-Chloro-2,5-dimethylbenzenesulfon­ 2-Chloro-5-methyl-3-nitrobenzene­ 2-CI o-Chloroaniline (207), 289 amide [1851, 328 sulfonyl chloride [631, 330 1-CI INDEX INDEX 401

p-Chloroaniline (232) [701, 292 4-Chloro-2,5-dimethylbenzene­ 2-Chloro-5-methyl-4-nitrobenzene­ o-ChloroaniBole (195), 307 sulfonyl chloride [501, 330 sulfonyl chloride [921, 331 p-Chloroanisole (200), 307 2-Chloro-3,5-dinitrobenzoic acid 2-Chloro-5-methyl-6-nitrobenzene­ 2-Chlom-6-anthraquinonesulfonyl [1991,279 sulfonyl chloride [1221, 332 chloride [2021, 332 tl-Chloroethyl acetate (145), '302 3-Chloro-2-methyl-5-nitrobenzene­ 231 2-Chloro-7-anthraquinonesulfonyl solubility, 89 sulfonyl chloride [641, 330 chloride [1761, 332 p-Chloroethylbenzene (182), 310 3-Chloro-2-methyl-6-nitrobenzene­ Chloroarylsulfonamides, 271 <>-Chloroethyl ether (98), 306 sulfonyl chloride [601, 330 Chloroarylsulfonanilides, 271 tl-Chloroethyl ether (107), 306 5-Chloro-2-methyl-3-nitrobenzene­ m-Chlorobenzaldehyde (208), 283 Chloroform (61), 312 sulfonyl chloride [60J, 330 o-Chlorobenzaldehyde (208), 283 Chlorohydroquinone [1061, 326 5-Chloro-2-methyl-6-nitrobenzene­ p-Chlorobenzaldehyde (214) [471, 284 solubility, 89 sulfonyl chloride [1541, 332 Chlorobenzene (132), 310 2-Chloro-5-hydroxytoluene [661, 326 5-Chlor0-4-methyl-2-nitrobenzene­ 3-Chlorobenzene-1,5-disulfonamide 3-Chloro-4-methoxybenzenesulfon­ sulfonyl chloride [991, 331 [2241,328 amide [1311, 327 5-Chloro-4-methyl-3-nitrobenzene­ 3-Chlorobenzene-1,5-disulfonyl 3-Chlor0-4-methoxybenzenesulfonyl sulfonyl chloride [701, 330 chloride [106], 331 chloride [821, 331 <>-Chloronaphthalene (263), 310 m-Chlorobenzenesulfonamide [1481, Chloromethyl acetate (111), 302 p..Chloronaphthalene [561, 311 327 2-Chloro-4-methylbenzenesulfon­ 1-Chlor0-4-naphthalenesulfonamide o-Chlorobenzenesulfonamide [1881, amide [186], 328 (1851,328 328 4-Chloro-2-methylbenzenesulfon­ 4-Chloro-1-naphthalenesulfonamide p-Chlorobenzenesulfonamide [1441, amide [1851, 328 [1861,328 327 2-Chlor0-4-methylbenzenesulfonyl S-Chloro-1-naphthalenesulfonamide 181, o-Chlorobenzenesulfonyl chloride [281, chloride [461, 329 [1991,328 329 4-Chloro-2-methylbenzenesulfonyl 4-Chloro-1-naphthalenesulfonyl p-Chlorobenzenesulfonyl chloride chloride [541, 330 chloride [951, 331 [531,330 Chloromethyl ether (59), 306 S-Chloro-1-naphthalenesulfonyl m-Chlorobenzoic acid [1581, 278 Chloromethyl ethyl ether (SO), 306 chloride [lOll, 331 o-Chlorobenzoic acid [1401, 278 2-Chloro-5-methyl-3-nitrobenzene­ 4-Chloro-1-naphthylamine (98], 293 p-Chlorobenzoic acid [2421, 279 sulfonamide [196], 328 m-Chloronitrobenzene (235) [441, 323 p-Chlorobenzonitrile [92], 321 2-Chloro-5-methyl-4-nitrobenzene­ o-Chloronitrobenzene (246) [321, 323 m-Chlorobenzoyl chloride (225), 274 sulfonamide [1881, 328 p-Chloronitrobenzene (242) [831, 323 o-Chlorobenzoyl chloride (238) (-41, 2-Chloro-5-methyl-6-nitrobenzene­ 4-Chloro-2-nitrobenzenesulfonamide 274 sulfonamide [1771, 327 [1641,327 p-Chlorobenzoyl chloride (222) [161, 3-Chloro-2-methyl-5-nitrobenzene­ p-Chlorophenacyl esters, 200 274,275 sulfonamide [1611, 327 o-Chlorophenetole (208), 307 o-Chlorobenzyl chloride (214), 312 3-Chloro-2-methyl-6-nitrobenzene­ p-Chlorophenetole (212) [20, 307,308 p-Chlorobenzyl chloride (214) [291, sulfonamide [1811, 327 m-Chlorophenol (214) [281, 325 312 5-Chloro-2-methyl-3-nitrobenzene­ o-Chlorophenol (175) [71, 325 p-Chlorobenzylpseudothiuronium sulfonamide [1671, 327 p-Chlorophenol (217) [371, 325 salts, 202 5-Chloro-2-methyl-6-nitrobenzene­ Chloropicrin (113), 322 2-Chlorobiphenyl [341, 311 sulfonamide [1831, 328 Chloroplatinates, 230 4-Chlorobiphenyl [771, 311 5-Chloro-4-methyl-2-nitrobenzene­ Chloroprene (59), 308 -y-Chlorobutyronitrile (197), 321 sulfonamide [1811, 328 3-Chloro-1,2-propanediol (215 d.), 2-Chlor0-3,5-diaminotoluene [731, 292 SoChloro-4-methyl-3-nitrobenzene­ 281 6-Chloro-2,4-dibromoaniline (951, 293 sulfonamide [1821, 328 1-Chloro-2-propanol (127), 280 4-Chloro-2,5-dimethylbenzenesulfon­ 2-Chloro-5-methyl-3-nitrobenzene­ 2-Chloro-1-propanol (132), 2SO amide [1851, 328 , sulfonyl chloride [631, 330 1-Chloropropene (36), 308 I 402 INDEX INDEX

2-Chloropropene (30), 308 Classification reagents, nickel chlo­ Crotonic anhydride (248), 274 Deso a-Chloropropionic acid (186), 276 ride, carbon disulfide, and am­ Cumene (153), 313 Diao solubility, 89 monium hydroxide, 124 Cumidine (225), 289 sol P-Chloropropionic acid [421, 277 p-nitrophenylhydrazine, 131 Cyanoacetic acid (165 d.) [661, 277, N,N' p-Chlorostyrene (199), 308 nitrous acid, 126 321 I 4-Chlorothymol [59], 325 periodic acid, 129 solubility, 89 N,N' m-Chlorotoluene (162), 310 phenylhydrazine, 131 p-Cyanobenzoic acid [214], 279 I o-Chlorotoluene (159), 310 potassium permanganate solution, 1-Cyano-8-naphthalenesulfonamide N,N' p-Chlorotoluene (162), 310 133 [3361,328 I L-Cholesterol [1481, 282 silver nitrate, 136 Cycloalkyl halides, derivatives of, 242 Diall Cineole (176), 306 sodium, 147 table of, 309 Diall Cinnamaldehyde (252), 283 sodium bisulfite, 149 Cycloheptanone (181), 316 DiaIl Cinnamamide [142], 286 sodium hydroxide, 150 Cyclohexane (BO), 314 2,4-l Cinnamanilide [153J, 286 sodium hypoiodite, 156 Cyclohexanol (HID) [16], 2BO, 282 I Cinnamic acid [133], 278 sodium iodide in acetone, 158 solubility, 89 2,4-l anhydride [130], 275 sulfuric acid, 160 Cyclohexanone (155), 316 Cinnamonitrile (254), 321 Tollens' reagent, 162 solubility, 89 2,4'-] Cinnamoyl chloride [36], 275 zinc and ammonium chloride, 163 Cyclohexene (84), 315 l,4-l Cinnamyl alcohol (250) [331, 281, 2,4,6-Collidine (172), 296 Cyclohexyl acetate (175),303 2,4-l 282 Coniferin [185 d.], 301 solubility, 89 p,p'-: Cinnamyl cinnamate [44], 305 D-Coniine (170), 296 Cyclohexylamine (134), 288 Citraconic acid [911, 277 o-Coumaric acid [207], 279 solubility, 89 l,2-l Citraconic anhydride (213) [7], 274 p-Coumaric acid [206], 279 Cyclohexylbenzene (237), 313 1,4-l Citral (228 d.), 283 Coumarin (290) [67], 305 Cyclohexyl bromide (165), 309 1,8-l Citric acid [100, 153], 277, 278 Coupling, 127 Cyclohexylcarbinol (182), 281 1,5ol solubility, 89 Creatine [315 d.l, 287 Cyclohexyl chloride (142), 309 2,4-l Citronellal (206), 283 Creatinine [292 d.l, 287, 299 Cyclohexyl formate (162), 302 1,2-l Citronellol (222), 281 m-Cresol (202) [31, 325 Cyclohexyl oxalate [42], 305 1,3-l Claisen's alkali, 76 o-Cresol (190) [311, 325 o-Cyclohexylphenol [53], 325 4,4'-] Classification reagents, 93 p-Cresol (202) [36l, 325 p-Cyclohexylphenol [1321, 326 2,3-l acid chlorides, 97 2,4-Cresotic acid [178J, 279 Cycloparaffins, derivatives of, 242 2,4-l aluminum chloride, 99 m-Cresyl acetate (212), 303 table of, 309 2,5ol Benedict's solution, 102 o-Cresyl acetate (208), 303 Cyclopcntadiene (42), 315 3,4-l benzenesulfonyl chloride, 103 p-Cresyl acetate (212), 303 Cyclopentane (50), 314 Di-n­ bromine in carbon tetrachloride, m-Cresyl benzoate [54J, 305 Cyclopentanol (140), 2BO Di-n­ 106 o-Cresyl benzoate (307), 304 solubility, 89 Diaz, bromine water, 109 p-Cresyl benzoate [711, 305 Cyclopentanone (131), 316 DiOO ceric nitrate, 110 m-Cresyl carbonate [115], 305 Cyclopcntene (46), 315 DiOO 2,4-dinitrophenylhydrazine, III o-Cresyl carbonate [601, 305 p-Cymene (175), 313 DiOO Fehling's test, 102 m-Cresyl ethyl ether (192), 307 solubility, 89 DiOO ferric chloride, 112 o-Cresyl ethyl ether (192), 307 L-Cystine [260 d.], 299 DiOO ferrous hydroxide, 113 p-Cresyl ethyl ether (192), 307 N,N· fuchsin-aldehyde reagent, 114 m-Cresyl methyl ether (177), 307 Decalin (cis) (194),314 hydriodic acid, 116 o-Cresyl methyl ether (171), 307 Decalin (trans) (185), 314 DiOO hydrochloric acid-zinc chloride, 116 p-Cresyl methyl ether (176), 307 n-Decane (173),314 Dib" hydroxylamine hydrochloride, 119 Crotonaldehyde (103), 283 n-Decyl alcohol (231), 281 nickel chloride and 5-nitrosalicyl­ Crotonic acid (cis) (165 d.), 276 Derivatives, preparation of, 193 3,5ol aldehyde, 125 Crotonic acid (trans) [721, 277 properties of, 9 2,4-l INDEX INDEX 403

Classification reagents, nickel chlo­ Crotonic anhydride (248), 274 Desoxybenzoin (320) [60], 318 6 ride, carbon disulfide, and am­ Cumene (153), 313 Diacetone alcohol (164), 316 monium hydroxide, 124 Cumidine (225),289 solubility, 89 p-nitrophenylhydrazine, 131 Cyanoacetic acid (165 d.) [66J, 277, N,N'-Diacetyl-m-phenylenediamine nitrous acid, 126 321 [191],286 periodic acid, 129 solubility, 89 N ,N'-Diacetyl-o-phenylenediamine phenylhydrazine, 131 p-Cyanobenzoic acid [214J, 279 [1851,286 potassium permanganate solution, 1-Cyano-8-naphthalenesulfonamide N,N'-Diacetyl-p-phenylenediamine 133 [336],328 [300],287 silver nitrate, 136 Cycloalkyl halides, derivatives of, 242 Diallyl (59), 315 sodium, 147 table of, 309 Diallylamine (111),288 sodium bisulfite, 149 Cycloheptanone (181), 316 Diallylbarbituric acid [172J, 286 sodium hydroxide, 150 Cyclohexane (SO), 314 2,4-Diaminobenzene-1,5-disulfon­ sodium hypoiodite, 156 Cyclohexanol (160) [16J, 2SO, 282 amide [1871, 328 sodium iodide in acetone, 158 solubility, 89 2,4-Diaminobenzene-1,5-disulfonyl sulfuric acid, 160 Cyclohexanone (155), 316 chloride [2751, 332 Tollens' reagent, 162 solubility, 89 2,4'-Diaminobiphenyl (363) [451, 291 zinc and ammonium chloride, 163 Cyclohexene (84), 315 1,4-Diaminobutane (160), 288 ,281, 2,4,6-Collidine (172),296 Cyclohexyl acetate (175), 303 2,4-Diaminochlorobenzeue [88], 293 Coniferin [185 do], 301 solubility, 89 p,p'-Diaminodiphenylmethane [94], D-Coniine (170), 296 Cyclohexylamine (134), 288 293 o-Coumaric acid [207], 279 solubility, 89 1,2-Diaminonaphthalene [95], 293 274 p-Coumaric acid [206], 279 Cyclohexylbenzene (237), 313 1,4-Diaminonaphthalene [120], 294 Coumarin (290) [67J, 305 Cyclohexyl bromide (165), 309 1,8-Diaminonaphthalene [67], 292 Coupling, 127 Cyclohexylcarbinol (182), 281 1,5-Diaminopentane (178), 288 Creatine [315 do], 287 Cyclohexyl chloride (142), 309 2,4-Diaminophenol [79 do], 293 Creatinine [292 do], 287, 299 Cyrlohexyl formate (162), 302 1,2-Diaminopropane (120), 288 m-Cresol (202) [3], 325 Cyclohexyl oxalate [42], 305 1,3-Diaminopropane (136), 288 o-Cresol (190) [31], 325 o-Cyclohexylphenol [53], 325 4,4'-Diaminostilbene [2261, 2H5 p-Cresol (202) [36], 325 p-Cyclohexylphenol [132], 326 2,3-Diaminotoluene (255) [til], 292 2,4-Cresotic acid [178], 279 Cycloparaffins, derivatives of, 242 2,4-Diaminotoluene (2SO) [99J, 293 m-Cresyl acetate (212), 303 table of, 309 2,5-Diaminotoluene [64], 292 o-Cresyl acetate (208), 303 Cyclopentadiene (42), 315 3,4-Diaminotoluene (265) [89], 293 p-Cresyl acetate (212), 303 Cyclopentane (50), 314 Di-n-amylamine (205), 289 m-Cresyl benzoate [54], 305 Cyclopentanol (140), 2SO Di-n-amyl ketone (226), 317 o-Cresyl benzoate (307), 304 solubility, 89 Diazotization, 126 p-Cresyl benzoate [71J, 305 Cyclopentanone (131), 316 Dibenzalacetone [112J, 319 m-Cresyl carbonate [115], 305 Cyclopentene (46), 315 Dibenzofuran [871, 308 11 o-Cresyl carbonate [60], 305 p-Gymene (175), 313 Dibenzoylmethane, solubility, 89 m-Cresyl ethyl ether (192), 307 solubility, 89 Dibenzyl [52J, 313 o-Cresyl ethyl ether (192), 307 L-Cystine [260 do], 299 Dibenzylamine (300), 290 p-Cresyl ethyl ether (192), 307 N,N-Dibenzylaniline (300 do) [70], m-Cresyl methyl ether (177), 307 Decalin (cis) (194), 314 298 o-Cresyl methyl ether (171), 307 Decalin (trans) (185), 314 Dibenzyl ketone (330) [34], 318 p-Cresyl methyl ether (176), 307 n-Decane (173), 314 Dibromoacctic acid (234) [48], 276, Crotonaldehyde (103), 283 n-Decyl alcohol (231), 281 277 Crotonic acid (cis) (165 do), 276 Derivatives, preparation of, 193 3,5-Dibromo-4-aminotoluene [78J, 292 Crotonic acid (trans) [72J, 277 properties of, 9 2,4-Dibromoaniline [79], 293 404 INDEX INDEJl

2,6-Dibromoaniline [83], 293 p-Dichlorobenzene [53], 311 2,4-Dichloro-3-methylbenzenesulfon­ 2,~ m-Dibromobenzene (219), 310 2,4-Dichlorobenzene-l,5-disulfon. amide [203], 328 Di o-Dibromobenzene (224), 310 amide [276], 328 2,4-Dichloro-5-methylbenzenesulfon­ Di p-Dibromobenzene [89], 311 2,4-Dichlorobenzene-l,5-disulfonyl amide [176], 327 I,' 2,4-Dibromobenzenesulfonamide chloride [123], 331 2,4-Dichlor0-6-methylbenzenesulfon­ [1901,328 2,5-Dichlorobenzene-l,3-disulfonyl amide [168], 327 I,: 2,5-Dibromobenzenesulfonamide chloride [114], 331 2,6-Dichloro-3-methylbenzenesulfon­ I,: [194], 328 2,4-Dichlorobenzenesulfonamide amide [188], 328 3,4-Dibromobenzenesulfonamide [180], 327 2,6-Dichlor0-4-methylbenzenesulfon­ I,: [175],327 2,5-Dichlorobenzenesulfonamide amide [155], 327 2,4-Dibromobenzenesulfonyl chloride [1811, 327 3,4-Dichloro-2-methylbenzenesulfon­ 1, [791,331 3,4-Dichlorobenzenesulfonamide amide [228], 328 2,5-DibromobenzenesulfonyI chloride [135),327 3,5-Dichloro-2-methylbenzenesulfon­ D [71],330 2,4-Dichlorobenzenesulfonyl chloride amide [186], 328 3,4-Dibromobenzenesulfonyl chloride [53],330 4,5-Dichloro-3-methylbenzenesulfon­ I, [34],329 2,5-Dichlorobenzenesulfonyl chloride amide [186], 328 I, 4,4'-Dibromobiphenyl [169], 311 [38J,329 2,3-Dichloro-4-methylbenzene­ D 1,2-Dibromobutane (165), 312 3,4-Dichlorobenzenesulfonyl chloride sulfonyl chloride [41J, 329 D 1,3-Dibromobutane (174), 312 [19],329 2,3-Dichloro-5-methylbenzene­ 2,3-Dibromobutane (158), 312 2,3-Dichlorobenzoic acid [164], 278 sulfonyl chloride [641, 330 Il- Dibromomethyl ether (150), 306 2,4-Dichlorobenzoic acid [160], 278 2,3-Dichloro-6-methylbenzene­ 1,2-Dibromonaphthalene [67], 311 2,5-Dichlorobenzoic acid [1531, 278 sulfonyl chloride [491, 330 1,4-Dibromonaphthalene [82], 311 2,6-Dichlorobenzoic acid [139], 278 2,4-Dichloro-3-methylbenzene­ N 2,4-Dibromophenol (238) [36], 325 3,4-Dichloro-2,5-dimethyIbenzene­ sulfonyl chloride [591, 330 D 1,3-Dibromo-2-propanol (219 d.), 281 sulfonamide [201], 278 2,4-Dichloro-5-methylbenzene­ 2,3-Dibromo-l-propanol (219),281 3,6-Dichloro-2,5-dimethylbenzene­ sulfonyl chloride [72], 331 m 2,3-Dibromopropene (140), 312 sulfonamide [1651, 327 2,4-Dichloro-6-methylbenzene­ a, a,I3-Dibromopropionic acid [64], 277 4,6-Dichloro-2,5-dimethylbenzene­ sulfonyl chloride [43], 329 D solubility, 89 sulfonamide [1501, 327 2,6-Dichloro-3-methylbenzene­ N dl-Dibromosuceinic acid IIG7], 279 3,4-Diehloro-2,5-(limethylbenzene­ sulfonyl chloride [191, 329 3,4-Dibromotoluenp (241), 310 sulfonyl chloride [62], 330 2,6-Dichloro-4-methylbenzene­ D Di-n-butoxyethane (186), 273 3,6-Dichloro-2,5-dimethylbenzene­ sulfonyl chloride [56J, 330 D Di-sec-butoxycthane (171), 273 sulfonyl chloride 1711, 330 3,4-Dichloro-2-methylbenzene­ Di-n-butylamine (160), 288 4,6-Dichloro-2,5-dimethylbenzene­ sulfonyl chloride [52], 330 D N,N-Di-n-butylaniline (261), 297 sulfonyl chloride [81], 331 3,5-Dichloro-2-methylbenzene­ Di-n-butyl ketone (187), 316 Dichloroethylene (cis) (48), 312 sulfonyl chloride [541, 330 D Di-sec-butyl ketone (162), 316 Dichlorocthylcne (trans) (60), 312 4,5-Dichloro-3-methylbenzene­ a,a-Dichloroacetamide 198], 285 a,a'-Dichloroethyl ether (116), 306 sulfonyl chloride [881, 331 D Dichloroacetie acid (189), 276 a,l3-Dichloroethyl ether (140), 306 a,a'-Dichloromethyl ether (105), 306 a,a-Dichloroacetone (120), 316 13,13'-Dichloroethyl ether (179), 306 solubility, 89 D a,a'-Dichloroacetone (173) [45J, 318 2,5-Dichlorohydroquinone, solubility, 2,6-Dichloro-4-nitroaniline, solubility, Dichloroacetyl chloride (107), 274 89 89 D 2,4-Dichloroaniline (24.5) 163], 292 2,3-Dichloro-4-methylbenzenesulfon­ 2,5-Dichloronitrobenzene [541, 323 2,5-Diehloroaniline (251) [501, 291 amide [237], 328 2,4-Dichlorophenol (209) [43], 325 N p,p'-Diehloroazoxybenzene [154J, 324 2,3-Dichloro-5-methylbenzenesulfon­ 2,2-Dichloropropane (70), 312 D 2,4-Dichlorobenzal,lehy(le I71J, 284 amide [158J, 327 2,3-Dichloro-l-propanol (182),281 m-Dichlorolwnzene (172),310 2,3-Dichloro-6-methylbenzenesulfon­ 1,3-Dichloro-2-propanol (176), 281 N o-Diehlorobenzene (179), 310 amide [186], 328 'Y,'Y'-Dichloropropyl ether (215), 306 N I 1 INDEX INDEX 405 p-Dichlorobenzene [53], 311 2 4-Dichlor0-3-methylbenzenesulfon­ 2,4-Dichlorotoluene (195), 310 2,4-Dichlorobenzene-1,5-disulfon_ , amide [203], 328 Dicyanodiamide [207], 286 amide [276], 328 24-Dichloro-5-methylbenzenesulfon­ Diethanolarnine (268) [28], 290, 291 2,4-Dichlorobenzene-1,5-disulfonyl , amide [176], 327 1,1-Diethoxy-2-bromoethane (170), chloride [123], 331 2 4-Dichlor0-6-methylbenzenesulfon­ 273 2,5-Dichlorobenzene-1,3-disulfonyI , amide [168], 327 1,1-Diethoxybutane (143), 273 chloride [114], 331 2,6-Dichloro-3-methylbenzenesulfon­ 1,1-Diethoxy-2-chloroethane (157), 2,4-Dichlorobenzenesulfonamide amide [188J, 328 273 [180], 327 26-Dichloro-4-methylbenzenesulfon­ 1,1-DiethoxY-2,2-dichloroethane 2,5-Dichlorobenzenesulfonamide , amide [155], 327 (184), 273 [181],327 34-Dichloro-2-methylbenzenesulfon­ 1,1-Diethoxyethane (102), 273 3,4-Dichlorobenzenesulfonamide , amide [228], 328 solubility, 89 [135],327 3,5-Dichloro-2-methylbenzenesulfon­ Diethoxymethane (89), 273 2,4-DichlorobenzenesulfonyI chloride amide [186], 328 solubility, 90 ide [53], 330 45-Dichloro-3-methylbenzenesulfon­ 1,1-Diethoxypropane (124), 273 2,5-DichlorobenzenesulfonyI chloride , amide [186], 328 l,l-Diethoxy-2-propene (126), 273 [38],329 2 3-Dichloro-4-methylbenzene­ Diethylacetic acid (193), 276 3,4-DichlorobenzenesulfonyI chloride , sulfonyl chloride [41], 329 Diethylamine (55), 288 [19],329 2,3-Dichloro-5-methylbenzene­ solubility, 89 2,3-Dichlorobenzoic acid [164], 278 sulfonyl chloride [64], 330 ~-Diethylaminoethyl alcohol (161), 2,4-Dichlorobenzoic acid [160], 278 2,3-Dichloro-6-methylbenzene­ 296 2,5-Dichlorobenzoic acid [153], 278 sulfonyl chloride [49], 330 solubility, 89 2,6-Dichlorobenzoic acid [139], 278 2,4-Dichloro-3-methylbenzene­ N,N-DiethylaniJine (218), 296 3,4-Dichloro-2,5-dimethylbenzene_ sulfonyl chloride [59], 330 Diethylbarbituric acid [188], 286 sulfonamide [201J, 278 2,4-Dichloro-5-methylbenzene­ solubility, 89 3,6-Dichloro-2,5-dimethylbenzene_ sulfonyl chloride [72J, 331 m-Diethylbenzene (182), 313 sulfonamide [165], 327 24-Dichloro-6-methylbenzene­ a,~-DiethylcarbaniJide [79], 285 7 4,6-Dichloro-2,5-dimethylbenzene­ , sulfonyl chloride [43], 329 Diethylcarbinol (116), 280 sulfonamide [150], 327 2,6-Dichloro-3-methylbenzene­ N,N-Diethyl-2,4-dinitroaniline [801, 3,4-Dichloro-2,5-dimethyIbenzene­ sulfonyl chloride [19], 329 298 sulfonyl chloride [62], 330 2,6-Dichloro-4-methylbenzene­ Diethylene glycol (245), 281 3,6-Diehloro-2,.5-dimethy1benzene­ sulfonyl chloride [56], 330 Diethylene glycol diethyl ether (188), sulfonyl chloride 1711, 330 3,4-Dichloro-2-methylbenzene­ 306 4,6-Dichloro-2,5-dimethylbenzene­ sulfonyl chloride [521, 330 Diethylene glycol mono-n-butyl ether sulfonyl chloride [81], 331 3,5-Dichloro-2-methylbenzene­ (231), 281, 306 Dichlorocthylene (cis) (48), 312 sulfonyl chloride [54], 330 Diethylene glycol mono-n-butyl ether Dichloroethylene (trans) (60), 312 4,5-Dichloro-3-methylbenzene­ acetate (246), 304 a,a'-Dichloroethyl ether (116), 306 sulfonyl chloride [88], 331 Diethylene glycol monoethyl ether a,~-Dichloroethyl ether (140), 306 a,a'-Dichloromethyl ether (105), 306 (202), 281, 306 ~,~'-Dichloroethyl ether (179), 306 solubility, 89 Diethylene glycol monoethyl ether 2,5-Diehlorohydroquinone, solubility, 2,6-Dichloro-4-nitroaniline, solubility, acetate (218), 303 89 89 Diethylene glycol monomethyl ether 2,3-Dichloro-4-methylbenzenesulfon­ 2 5-Dichloronitrobenzene [54], 323 (193), 281, 306 amide [237], 328 2:4-Dichlorophenol (209) [43J, 325 N,N-Diethylformamide (176), 285 2,3-Dichloro-5-methylbenzenesulfon­ 2,2-Dichloropropane (70), 312 Diethyl ketone (102), 316 amide [158], 327 2,3-Dichloro-1-propanol (182), 281 solubility, 89 2,3-Dichloro-6-methylbenzenesulfon­ 1,3-Dichloro-2-propanol (176), 281 N,N-Diethyl-m-toluidine (231), 296 amide [1861, 328 y,y'-Dichloropropyl ether (215), 306 N.N-Diethyl-o-toluidine (206), 296 406 INDEX INDE:

N,N-Diethyl-p-toluidine (229), 296 1,2-Dimethylbenzene-3,5-disulfonyl 2,4_Dimethyl-I,3-dinitrobenzene [93], 3 Dihydronaphthalene (212) [15], 315 chloride [79J, 331 324 3 p,p'-Dihydroxybiphenyl [272], 326 2,4-Dimethylbenzene-l,5-disulfonyl N,N-Dimethylmesidine (213),296 Di-(2-hydroxyethyl)amine (268) [28], chloride [129], 332 2,6_Dimethyl-8-naphthalenesulfon­ "o 290,291 2,5-Dimethylbenzene-l,3-disulfonyl amide [207], 328 'P 1,2-Dihydroxynaphthalene [60], 326 chloride [81], 331 N,N-Dimethyl-a-naphthylamine 3 1,4-Dihydroxynaphthalene [176J, 326 2,5-Dimethylbenzene-l,4-disulfonyl (272),297 2 1,5-Dihydroxynaphthalene [2581, 326 chloride [164J, 332 N,N-Dimethyl-tl-naphthylamine 3 1,8-Dihydroxynaphthalene [140], 326 2,3-Dimethylbenzenesulfonamide (305),297 3 L-Dihydroxyphenylalanine [280 d.], [167J,327 2,3-Dimethylnitrobenzene (250), 322 2 300 2,4-Dimethylbenzenesulfonamide 2,4-Dimethylnitrobenzene (238), 322 2 2,4-Diiodoaniline [96], 293 [1371,327 2,5-Dimethylnitrobenzene (234), 322 p-Diiodobenzene [129], 311 2,5-Dimethylbenzenesulfonamide 2,6-Dimethylnitrobenzene (225), 322 I Diisoamyl (158), 314 [148],327 3,4-Dimethylnitrobenzene (258) [29J, 1 Diisoamylamine (187), 289 2,6-DimethyIbenzenesulfonamide 322 1 Diisobutoxyethane (176),273 [96],327 3,5-Dimethylnitrobenzene (273) [751, ~ Diisobutylamine (139), 288 3,4-Dimethylbenzenesulfonamide 323 ~ Diisobutylcarbinol (175),280 [144J,327 2,5-Dimethy1-3-nitrobenzenesulfon­ 1 Diisobutylene (1Ol), 315 3,5-Dimethylbenzenesulfonamide amide [173], 327 ~ Diisobutyl ketone (168), 316 [135J,327 2,5-Dimethyl-4-nitrobenzenesulfon­ Diisopropylamine (86), 288 2,3-Dimethylbenzenesulfonyl chloride amide [198], 32S Diisopropyl ketone (125), 316 [47],330 2,5-Dimethy1-6-nitrobenzenesulfon­ 2,4-DimethoxybenzenesuIfonamide 2,4-Dimethylbenzenesulfonyl chloride amide [192], 328 [167],327 [34],329 2,5-Dimethyl-3-nitrobenzenesulfonyl 2,4-DimethoxybenzenesuIfonyI 2,5-DimethylbenzenesuIfonyl chloride chloride [61], 330 chloride [71], 330 [251,329 2,5-Dimethyl-4-nitrobenzenesulfonyl 1,I-Dimethoxyethane (64), 273 2,6-Dimethylbenzenesulfonyl chloride chloride [75], 331 solubility, 89 [39],329 2,5-Dimethyl-6-nitrobenzenesulfonyl Dimethoxymethane (45), 273 3,4-DimethylbenzenesuIfonyl chloride chloride [llOJ, 331 Dimethylacetal (64), 273 [52],330 2,4-Dimethylphenol [26], 325 solubility, 90 3,5-DimethylbenzenesuIfonyl chloride 2,5-Dimethylphenol [74], 326 2,6-Dimethylphenol [49], 325 2,4-Dimethylacetanilide [133], 286 [94],331 3,4-Dimethylphenol [63],326 Dimethylamine (7), 288 2,4-Dimethylbenzoic acid [127], 278 3,5-Dimethylphenol [681, 326 p-Dimethylaminoazobenzene [1171, 2,5-Dimethylbenzoic acid [132], 278 N,N-Dimethylpseudocumidine (220), 298,324 3,4-Dimethylbenzoic acid [164], 278 296 p-Dimethylaminobenzaldehyde [73], N,N-Dimethylbenzylamine (185), 296 298 2,6-Dimethylquinoline (265) [601,298 N,N-Dimethyl-p-bromoaniline (265), tl-Dimethylaminoethyl alcohol (133), N,N-Dimethyl-m-toluidine (212),296 297 296 N,N-Dimethyl-o-toluidine (185), 296 a,tl-Dimethylcarbanilide [121], 285 Dimethylaniline (193), 296 N,N-Dimethyl-p-toluidine (210), 296 1,2-Dimethylbenzene-3,5-disuIfon­ N,N-Dimethyl-o-chloroaniline (207), N,N-Dimethy1-2,4, 6-tribromoaniline amide [2391, 328 296 (30l),297 2,4-Dimethylbenzene-l,5-disuIfon­ N,N-DimethyI-p-chloroaniline (230), Di-a-naphthol [300], 326 amide [249], 328 296 Di-J3-naphthol [218J, 326 2,5-Dimethylbenzene-l,3-disulfon­ 5,5-Dimethyldihydroresorcinol [149], 2,4-Dinitroaniline [ISO], 295 amide [295], 328 319 solubility, 89 2,5-DimethyIbenzene-l,4-disuIfon­ N,N-Dimethyl-2,4-dinitroaniline [871, 2,6-Dinitroaniline [138], 294 amide [310], 328 298 2,4-Dinitroanisole [89], 323 .....

INDEX INDEX 407

1,2-Dimethylbenzene-3,5-disulfonyl 2,4-DimethyJ-l,3-dinitrobenzene [93], 3,5-Dinitroanisole [106], 308 chloride [79J, 331 324 3,5-Dinitrobenzamide [183], 286 2,4-Dimethylhenzene-l,5-disulfonyl N,N-Dimethylmesidine (213),296 m-Dinitrobenzene (302) [90], 323 chloride [129], 332 2,6_Dimethyl-8-naphthalenesulfon­ Q-Dinitrobenzene (319) [118], 324 2,5-Dimethylbenzene-l,3-disulfonyI amide [207], 328 p-Dinitrobenzene (299) [172],324 chloride [81], 331 N ,N-DimethyI-a-naphthylamine 3,5-Dinitrobenzoates, 212, 238, 239 26 2,5-Dimethylbenzene-l,4-disulfonyl (272),297 2,4-Dinitrobenzoic acid [183], 279 26 chloride [164], 332 N,N-Dimethyl-~-naphthylamine 3,5-Dinitrobenzoic acid [202], 279 26 2,3-Dimethylbenzenesulfonamide (305), 297 3,5-Dinitrobenzoyl chloride [74], 275 [167],327 2,3-Dimethylnitrobenzene (250), 322 2,4-Dinitrobromobenzene [72], 323 2,4-Dimethylbenzenesulfonamide 2,4-Dimethylnitrobenzene (238), 322 2,4-Dinitrochlorobenzene (315 d.) [137],327 2,5-DiIJlethylnitrobenzene (234), 322 [52],323 2,5-Dimethylbenzenesulfonamide 2,6-Dimethylnitrobenzene (225), 322 Dinitromesidine [194], 295 [148], 327 3,4-Dimethylnitrobenzene (258) [29], 1,5-Dinitronaphthalene [214], 324 2,6-Dimethylbenzenesulfonamide 322 1,8-Dinitronaphthalene [170], 324 [96],327 3,5-Dimethylnitrobenzene (273) [75], 2,4-Dinitronaphthol [138], 326 3,4-Dimethylbenzenesulfonamide 323 2,4-Dinitrophenol [114], 326 [144],327 2,5-DimethyJ-3-nitrobenzenesulfon­ p,p'-Dinitrophenyl ether [143], 324 3,5-Dimethylbenzenesulfonamide amide [1731. 327 2,4-Dinitrophenylhydrazine [198 d.1, [135], 327 2,5-Dimethyl-4-nitrobenzenesulfon­ 295 2,3-Dimethylbenzenesulfonyl chloride amide [198], 32S classification reagent, 111 [47J,330 2,5-Dimethyl-6-nitrobenzenesulfon­ 2,4-Dinitrophenylhydrazones, 219 2,4-Dimethylbenzenesulfonyl chloride amide [192], 328 3,5-Dinitrosalicylic acid [173], 279 (34],329 2,5-Dimethy1-3-nitrobenzenesulfonyI 2,4-Dinitrotolucne [70J, 323 2,5-DimethylbenzenesulfonyI chloride chloride [61], 330 2,6-Dinitrotoluene [66], 323 [25],329 2,5-Dimethyl-4-nitrobenzenesulfonyl 3,5-Dinitrotoluene [92], 323 2,6-Dimethylbenzenesulfonyl chloride chloride [75], 331 Dioxane (102), 306 [39],329 2,5-Dimethy1-6-nitrobenzenesulfonyI solubility, 89 1,3-Dioxane (105), 273 3,4-Dimethylbenzenesulfonyl chloride chloride [110], 331 Dipentene (181), 315 [52J,330 2,4-Dimethylphenol [26], 325 Diphenic acid [228], 279 3,5-Dimethylbenzenesulfonyl chloride 2,5-Dimethylphenol [74J, 326 2,6-Dimethylphenol [49], 325 N,N-Diphenylacetamide [101], 285 [94J,331 3,4-Dimethylphenol [63], 326 Diphenylacetic acid [145], 278 2,4-Dimethylbenzoic acid [127], 278 3,5-Dimethylphenol [68], 326 Diphenylamine (302) [54], 290, 291 2,5-Dimethylbenzoic acid [132J, 278 N,N -Dimethylpseudocumidine (220), m-Diphenylbenzene [85], 313 3,4-Dimethylbenzoic acid [164], 278 29fi 1,4-Diphenylbutadiene (cis) [70], 315 N,N-Dimethylbenzylamine (185), 296 2,6-Dimethylquinoline (265) [60], 298 1,4-Diphenylbutadiene (trans) (350) N,N-Dimethyl-p-bromoaniline (265), ), N,N-Dimethyl-m-toluidille (212), 296 [148], 315 297 N,N-Dimethyl-o-toluidine (185), 296 Diphenylcarbamide chloride [85], 275 a,Il-Dimethylcarbanilide [121], 285 N,N-Dimethyl-p-toluidine (210), 296 1,I-Diphenylethane (270), 313 N,N-Dimethyl-Q-chloroaniline (207), N,N-Dimethy1-2,4, 6-tribromoaniline 1,I-Diphenylethylene (277) [81,315 296 (301), 297 N,N-Diphenylformamide [73], 285 N,N-Dimethyl-p-chloroaniline (230), Di-a-naphthol [3OOj, 326 Diphcnylguanidine [147], 286 296 Di-l3-naphthol [218J, 326 as-Diphenylhydrazine [34], 291 5,5-Dimethyldihydroresorcinol [149], 2,4-Dinitroaniline [180], 295 Diphenylmethane [26], 313 319 solubility, 89 solubility, 89 N,N-Dimethyl-2,4-dinitroaniline [87], 2,6-Dinitroaniline [138], 294 Diphenylmethane-4,4'-disulfonyl 298 2,4-Dillitroanisole [89J, 323 chloride [124], 332 408 INDEX INDID as-Diphenylurea [189], 286 Ethyl adipate (245), 304 Ethyl carbonate (126), 302 2­ s-Diphenylurea [238], 287 Ethylal (89), 273 solubility, 90 2­ Diphenylurethans, 211 solubility, 90 Ethyl chloride (12), 309 E Di-n--propoxyethane (122), 273 Ethyl alcohol (78), 280 Ethyl chloroacetate (145), 302 Di-n--propoxymethane (140), 273 Ethylamine (19), 288 Ethyl chloroformate (93), 302 E Di-n--propylamine (110), 288 Ethyl m-aminobenzoate (294), 290 Ethyl a-chloropropionate (146), 302 E solubility, 89 Ethyl p-aminobenzoate [89J, 293 Ethyl cinnamate (271), 304 N,N-Di-n--propylaniline (245), 297 4-(N-Ethylamino)-3-nitrotoluene Ethyl citrate (294), 304 E Di-n--propylcarbinol (156), 280 [59],292 Ethyl crotonate (138), 302 E Di-n--propyl ketone (145), 316 m-Ethylaniline (215), 289 Ethyl cyanoacetate (207), 321 E Dispersion, 50 N-Ethylaniline (205), 289 Ethyl dichloroacetate (158), 302 E Displacement reactions, theory of, o-Ethylaniline (216), 289 N-Ethyl-2,4-dinitroaniline [113], 294 E 137 p-Ethylaniline (216), 289 Ethyl 3,5-dinitrobenzoate [94], 305 Di-p-tolylamine (330) [79], 293 Ethyl anisate (269) [7], 304 Ethylene bromide (130), 312 E Di-p-tolyl ketone (334) [92], 318 Ethyl anthranilate (265 d.) [13], 290, Ethylene bromohydrin (150),280 E s-Di-m-tolylurea [218], 286 291 Ethylene chloride (83), 312 s-Di-o-tolylurea [250], 287 Ethyl azelate (291), 304 Ethylene chlorohydrin (129), 280 E s-Di-p-tolylurea [268], 287 Ethylbenzene (135), 313 Ethylenediamine (116), 288 E n--Dodecane (215), 314 4-Ethylbenzene-1,3-disulfonamide solubility, 90 Duclaux constants, 203 [190],328 Ethylene glycol (197), 281 E Durene [79J, 313 2-Ethylbenzenesulfonamide [100], 327 solubility, 90 E solubility, 89 3-Ethylbenzenesulfonamide [86], 327 Ethylene glycol diacetate (190),303 E Dypnone (345),317 4-Ethylbenzenesulfonamide [109J, 327 Ethylene glycol dibenzoate [73], 305 E Ethyl benzoate (213), 303 Ethylene glycol diethyl ether (121), Elaidic acid [51], 277 solubility, 90 306 E Epichlorohydrin (117), 306 Ethyl benzoylacetate (270 d.), 304 Ethylene glycol dipropionate (212), E Ergoesterol [165], 282 Ethyl benzoylformate (257), 304 303 E Esters, derivatives of, 232 N-Ethylbenzylamine (199), 289 Ethylene glycol mono-n-butyl ether table of, 302 Ethyl benzyl ether (189), 306 (171), 280, 306 E 1,2-Ethanedisulfonyl chloride [91], Ethyl benzylmaJonate (300), 304 Ethylene glycol monoethyl ether E 331 Ethyl bromide (38), 309 (135), 280, 306 11 Ethanesulfonamide [58], 327 Ethyl bromoacetate (159), 302 Ethylene glycol monoethyl ether ace- E Ethanesulfonyl chloride (70/20 mm.), Ethyl bromomalonate (235), 303 tate (156), 302 Ethylene glycol monomethyl ether E 329 Ethyl a-bromopropionate (162), 302 (125), 280 Ethers, aliphatic, derivatives of, 238 Ethyl p-bromopropionate (179), 303 Ethylene glycol monomethyl ether E table of, 306 2-Ethyl-1-butanol (149), 280 aromatic, bromination of, 240 acetate (144), 302 E Ethyl n--butyl ether (92), 306 derivatives of, 240 Ethylene glycol monophenyl ether 11 Ethyl n-butylmalonate (240), 303 table of, 307 (245), 281, 306 11 a-Ethyl-n-butyraldehyde (116), 283 Ethoxyacetic acid (206), 276 Ethylene iodide (72) [821, 312 E N-Ethylacetanilide [54], 285 Ethyl n-butyrate (120), 302 Ethyl ether (35), 306 E Ethyl acetate (77), 302 a-Ethyl-n--butyric acid (197), 276 solubility, 90 solubility, 90 Ethyl caprate (245), 304 Ethyl ethoxyacetate (152), 302 E Ethyl acetoacetate (181), 303 a-Ethyl-n-caproaldehyde (163), 283 Ethyl formate (54), 302 solubility, 89 Ethyl n--caproate (166), 302 Ethyl fumarate (215), 303 E Ethyl acetonedicarboxylate (250), a-Ethyl-n--caproic acid (224), 276 Ethyl furoate [33], 304 11 304 Ethyl caprylate (206), 303 Ethyl glycolate (160), 302 11 Ethyl acrylate (101), 302 Ethyl carbamate [49J, 285 Ethyl n-heptoate (189), 303 I .....

INDEX INDEX 409

Ethyl adipate (245), 304 Ethyl carbonate (126), 302 2-Ethyl-l-hexanol (184), 281 Ethylal (89), 273 solubility, 90 2-Ethyl-l-hexyl acetate (199), 303 solubility, 90 Ethyl chloride (12), 309 Ethyl-n-hexylbarbituric acid [1261, Ethyl alcohol (78), 2BO Ethyl chloroacetate (145), 302 285 Ethylamine (19), 288 Ethyl chloroformate (93), 302 Ethyl hippurate [60], 285 Ethyl m-aminobenzoate (294), 290 Ethyl a-chloropropionate (146), 302 Ethyl m-hydroxybenzoate (282) [721, Ethyl p-aminobenzoate [89], 293 Ethyl cinnamate (271), 304 305 4-(N-Ethylamino)-3-nitrotoluene Ethyl citrate (294), 304 Ethyl p-hydroxybenzoate [1161, 305 [591,292 Ethyl crotonate (138), 302 Ethylidine bromide (112), 312 m-Ethylaniline (215), 289 Ethyl cyanoacetate (207), 321 Ethylidine chloride (60), 312 N-Ethylaniline (205), 289 Ethyl dichloroacetate (158), 302 Ethyl iodide (72), 309 o-Ethylaniline (216), 289 N-EthYI-2,4-dinitroaniline [113], 294 Ethylisoamylbarbituric acid [154J, p-Ethylaniline (216), 289 Ethyl 3,5-dinitrobenzoate [94], 305 286 Ethyl anisate (269) [7], 304 Ethylene bromide (130), 312 Ethyl isobutyrate (110), 302 Ethyl anthranilate (265 d.) [13], 290, Ethylene bromohydrin (150), 2BO Ethylisopropylbarbituric acid [2011, 291 Ethylene chloride (83), 312 286 Ethyl azelate (291), 304 Ethylene chlorohydrin (129), 2BO Ethyl isovalerate (134), 302 Ethylbenzene (135), 313 Ethylenediamine (116), 288 Ethyl lactate (152), 302 4-Ethylbenzene-l,3-disulfonamide solubility, 90 solubility, 90 [190],328 Ethylene glycol (197), 281 Ethyl laurate (269), 304 2-Ethylbenzenesulfonamide [100], 327 solubility, 90 Ethyl levulinate (205), 303 3-Ethylbenzenesulfonamide [86], 327 Ethylene glycol diacetate (190), 303 Ethyl maleate (225), 303 4-Ethylbenzenesulfonamide [109], 327 Ethylene glycol dibenzoate [73J, 305 Ethyl malonate (198), 303 Ethyl benzoate (213), 303 Ethylene glycol diethyl ether (121), solubility, 90 solubility, 90 306 Ethylmalonic acid [1111, 277 Ethyl benzoylacetate (270 d.), 304 Ethylene glycol dipropionate (212), Ethyl mandelate (254) [371, 304 Ethyl benzoylformate (257), 304 303 Ethyl mercaptan (36), 320 N-Ethylbenzylamine (199), 289 Ethylene glycol mono-n-butyl ether solubility, 90 Ethyl benzyl ether (189), 306 (171), 2BO, 306 Ethylmethylacetic acid (176), 276 Ethyl benzylmalonate (300), 304 Ethylene glycol monoethyl ether Ethyl methylacetoacetate (187), 303 Ethyl bromide (38), 309 (135), 2BO, 306 N-Ethyl-N-methylaniline (201), 296 Ethyl bromoacetate (159), 302 Ethylene glycol monoethyl ether ace­ Ethyl methyl ether (10), 306 Ethyl bromomalonate (235),303 tate (156), 302 solubility, 90 Ethyl a-bromopropionate (162), 302 Ethylene glycol monomethyl ether Ethyl methyl ketone (BO), 316 Ethyl J3-bromopropionate (179), 303 (125), 280 solubility, 90 30~ 2-Ethyl-l-butanol (149), 280 Ethylene glycol monomethyl ether Ethyl methylmalonate (196), Ethyl myristate (306) [111, 304 Ethyl n-butyl ether (92), 306 acetate (144), 302 Ethylene glycol monophenyl ether N-Ethyl-a-naphthylamine (325), 290 Ethyl n-butylmalonate (240), 303 (245), 281, 306 N-Ethyl-J3-naphthylamine (315), 290 a-Ethyl-n-butyraldehyde (116), 283 Ethylene iodide (72) [82J, 312 Ethyl a-naphthyl ether (278), 307 Ethyl n-butyrate (120), 302 Ethyl ether (35), 306 Ethyl J3-naphthyl ether (282) [371, a-Ethyl-n-butyric acid (197), 276 solubility, 90 307, 308 Ethyl caprate (245), 304 Ethyl ethoxyacetate (152), 302 Ethyl nitrate (87), 305 a-Ethyl-n-caproaldehyde (163), 283 Ethyl formate (54), 302 solubility, 90 Ethyl n-caproate (166), 302 Ethyl fumarate (215), 303 Ethyl nitrite (17), 305 a-Ethyl-n-caproic acid (224), 276 Ethyl furoate [33J, 304 N-Ethyl-p-nitroacetanilide [1181, 285 Ethyl caprylate (206), 303 Ethyl glycolate (160), 302 N-Ethyl-p-nitroaniline [96J, 293 Ethyl carbamate [491, 285 Ethyl n-heptoate (189), 303 Ethyl m-nitrobenzoate (296) [471,305 410 INDEX INDEX

Ethyl p-nitrobenzoate 156J, 305 p-Fluorobenzoic acid [182J, 279 Glycogen [240 d.l, 301 4-~ Ethyl p-nitrocinnamate [137J, 305 rn-Fluorotoluene (1l5), 310 Glycolic acid [791, 277 I.] Ethyl orthoformate (145), 302 o-Fluorotoluene (1l4), 310 Glycosides, derivatives of, 231 Hi solubility, 90 p-Fluorotoluene (117), 310 table of, 301 Hi Ethyl oxalate (186), 303 Formaldehyde (-21),283 L-Glycylglycine [264 d.], 298 1.-] solubility, 90 Formamide (195 d.), 285 Glyoxal (50), 283 He Ethyl oxamate [1l4J, 285 solubility, 90 Gravitometer, 38 H) Ethyl oxanilate [66], 285 Formanilide [46], 285 Guaiacol (205) [281, 307, 325 H) Ethyl palmitate [241, 304 solubility, 90 Guaiacol carbonate [86l, 305 H) Ethyl pelargonate (227), 303 Formic acid (101), 276 Guanidine, solubility, 90 H) Ethyl phenylacetate (229), 303 Formylpiperidine (222), 285 H) Ethylphenyl barbituric acid [172], 286 Freezing points, 29 Helicin [175 d.), 301 Ethylphenylcarbinol (219), 281 o-Fructose [104 d.l, 301 Heptachloropropane [29], 312 1 Ethyl phthalate (298), 304 Fuchsin-aldehyde reagent, 114 n-Heptaldehyde (156), 283 0-1 solubility, 90 Fumaric acid [200 subl.), 279 n-Heptamide (94), 285 H) Ethyl pimelate (255), 304 solubility, 90 n-Heptane (98), 314 H) Ethyl propionate (98), 302 Furamide [1421, 286 I-Heptanesulfonamide [75),327 H) Ethyl pyruvate (155), 302 Furan (32), 306 I-Heptanesulfonyl chloride (125/9 H) Ethyl salicylate (234), 303 Furfural (161),283 mm.),329 solubility, 90 Furfuryl acetate (176), 303 2-Heptanol (160), 280 H) Ethyl sebacate (307), 304 Furfuryl alcohol (170), 280 n-Heptoic acid (224), 276 H) Ethyl stearate [33], 304 solubility, 90 n-Heptoic anhydride (258), 274 H, Ethyl >:luberate (282), 304 Furoic acid [133], 278 n-Heptoyl chloride (176), 274 I Ethyl succinate (216), 303 Furonitrile (146), 321 n-Heptyl acetate (192), 303 H, solubility, 90 Furylacrylic aeid [1411, 278 n-Heptyl alcohol (176),281 H, Ethyl sulfate (208), 305 n-Heptylamine (155), 288 D-Ethyl tartrate (280) [17], 304 D-Galactose [170 d.l, 301 n-Heptyl bromide (174), 309 H) N-Ethyl-rn-toluidine (221), 289 Gallacetophenone [173], 319, 326 n-Heptyl chloride (160), 309 H) N-Ethyl-o-toluidine (218), 289 Gallic aeid [240 d.l, 279 n-Heptyl ether (260), 306 N -Ethyl-p-toluidine (217), 289 Geraniol (229), 281 n-Heptyl iodide (204), 309 H) Ethyl trichloroacetate (1u7), 302 Glucose [90 d., 146 d.J, 301 n-Heptyl mercaptan (176),320 Ethyl trichlorolaetate (162) [u6], 30.'> Glutaconic acid (cis) [136J, 278 I-Heptyne (100), 315 H) Ethyl n-valerate (145), 302 Glutaconic acid (trans) [1381, 278 Hexachlorobenzene [2291, 311 Eugenol (250),325 D-Glutamic acid [198 d.], 299 Hexachloroethane [187], 312 p-] Eugenol methyl ether (244), 307 L-Glutamic acid [198 d.], 299 Hexahydrobenzoic acid (232) [30], H, dl-G1utamic acid [227 d.J, 299 276,277 3-1 Glutaric acid [97J, 277 Fehling's solution, 102 Hexamethylbenzene [162], 313 11'-] Ferric chloride solution, 112 solubility, 90 Hexamethylenetetramine [2SO], 298 m-. Ferrous hydroxide, 113 Glutaronitrile (286), 321 n-Hexane (68), 314 p-] Fisher-Davidson gravitollleter, 38 dl-Glyceraldehyde [142J, 284, 301 3-Hexanol (135), 280 Fisher-Johns apparatus, 28 Glycerol (200 d.), 281 n-Hexyl alcohol (156), 2SO Fluorene [1l5], 313 solubility, 00 n-Hexylamine (128), 288 Fluorenone (341) [83J, 318 Glyceryl triacetate (258), 304 n-Hexyl bromide (157), 309 m-. Fluorobenzene (85), 310 Glyceryl tributyrate (318), 304 n-Hexyl chloride (134), 309 p-] p-Fluorobenzenesulfonamide [125], Glyceryl tripropionate (2891, 304 n-Hexyl ether (208), 306 0-1 327 Glyceryl tristearate [711, 305 n-Hexyl iodide (1SO), 309 p-Fluorobenzenesulfonyl ehloride [36], Glycine [232], 299 n-Hexyl mereaptan (151), 320 2-1 329 solubility, 90 n-Hexyl methylketone (172), 316 DEX INDEX 411

p-Fluorobenzoic acid [1821, 279 Glycogen [240 d.J. 301 4-n-Hexylresorcinol [69J. 326 7n-Fluorotoluene (115), 310 Glycolic acid [791, 277 I-Hexyne (70), 315 o-Fluorotoluene (114), 310 G1ycosides, derivatives of, 231 Hinsberg's method, 103 p-Fluorotoluene (117), 310 table of, 301 Hippuric acid [187J, 279, 286 Formaldehyde (-21),283 L-Glycylglycine [264 d.J, 298 L-Histidine [277 d.J, 300 Formamide (195 d.), 285 Glyoxal (SO), 283 Homoveratric acid [99]. 277 solubility, 90 Gravitometer, 38 Hydantoin [2181, 286 Formanilide [461, 285 Guaiacol (205) [28], 307, 325 Hydantoins. 254 solubility, 90 Guaiacol carbonate [86J, 305 Hydrazides, 237 Formic acid (101), 276 Guanidine, solubility, 90 Hydrazobenzene [l30J. 324 Formylpiperidine (222), 285 Hydrazo compounds. derivatives of. Freezing points, 29 Helicin [175 d.l, 301 261 o-Fructose [104 d.], 301 Heptachloropropane [29], 312 table of, 324 Fuchsin-aldehyde reagent, 114 n-Heptaldehyde (156), 283 o-Hydrazotoluene [161J, 324 Fumaric acid [200 sub!.], 279 n-Heptamide [94], 285 Hydrindene (177), '315 solubility, 90 n-Heptane (98). 314 Hydriodic acid, 116 Furamide [142], 286 1-Heptanesulfonamide [75J, 327 Hydrobenzamide {1101, 285 Furan (32), 306 1-Heptanesulfonyl chloride (125/9 Hydrochloric acid-zinc chloride Furfural (161), 283 mm.),329 reagent, 116 Furfuryl acetate (176), 303 2-Heptanol (160), 280 Hydrocinnamaldehyde (224), 283 Furfuryl alcohol (170), 280 n-Heptoic acid (224), 276 Hydrocinnamic acid [48], 277 solubility, 90 n-Heptoic anhydride (258), 274 Hydroquinone [1691, 326 Furoic acid [1331, 278 n-Heptoyl chloride (176),274 solubility, 90 Furonitrile (146), 321 n-Heptyl acetate (192), 303 Hydroquinone diacetate [123], 305 Furylacrylic acid [141), 278 n-Heptyl alcohol (176), 281 Hydroquinone dibenzyl ether [127], n-Heptylamine (I55), 288 308 D-Galactose [170 d.], 301 n-Heptyl bromide (174), 309 Hydroquinone diethyl ether [72], 308 GaJlacetophenone [173], 319, 326 n-Heptyl chloride (160), 309 Hydroquinone dimethyl ether [55], Gallic acid [240 d.], 279 n-Heptyl ether (200), 306 308 Geraniol (229), 281 n-Heptyl iodide (204), 309 Hydroquinone monobenzyl ether Glucose [90 d., 146 d.J, 301 n-Heptyl mercaptan (176), 320 [1221,326 Glutaconic acid (cis) [136], 278 I-Heptyne (100), 315 Hydroquinone monomethyl ether Glutaconic acid (trans) [138J, 278 Hexachlorobenzene [229], 311 [53J,324 o-Glutamic acid [198 d.l, 299 Hexachloroethane [187J, 312 p-Hydroxyacetanilide [1691, 286 L-G1utumic acid [198 d.J, 299 Hexahydrobenzoic acid (232) [30], Hydroxyacetone (146), 280, 316 dl-Glutamic acid [227 d.J, 299 276,277 3-Hydroxyacetophenone [28J, 318 Glutaric acid [97J, 277 Hexamethylbenzene [162J, 313 p-Hydroxyazobenzene [152], 324 solubility, 90 Hexamethylenetetramine [280], 298 7n-Hydroxybenzaldehyde [105], 284 Glutaronitrile (286), 321 n-Hexane (68), 314 p-Hydroxybenzaldehyde [115], 284, dl-Glyceraldehyde [142], 284, 301 3-Hexanol (135), 280 326 Glycerol (290 d.), 281 n-Hexyl alcohol (156), 280 solubility, 90 n-Hexylamine (128), 288 solubility, 90 Glyceryl triacetate (258), 304 n-Hexyl bromide (157), 309 m-HydroxYbenzoic acid !2011, 279 Glyceryl tributyrate (318), 304 n-Hexyl chloride (134), 309 p-Hydroxybenzoic acid [2131, 279 Glyceryl tripropionate (289~, 304 n-Hexyl ether (208), 306 o-Hydroxybenzyl alcohol, solubility, GlyceryJ tristearate [71], 305 n-Hexyl iodide (180), 309 90 Glycinc [232J, 299 n-Hexyl mercaptan (151), 320 2-Hydroxy-3,5-dibromotoluene [57J. solubility, 90 n-Hexyl methylketone (172), 316 325 412 INDEX INDE1 m-Hydroxy-N,N-dimethylaniline Infrared spectroscopy, aldehydes, 174 o-Iodophenetole (245), 307 Is (268) [85], 298 amides, 175 p-Iodophenetole [27J, 308 Is p-Hydroxy-N,N-dimethylaniline [76], amines, 175 m-Iodophenol [40J, 325 Is 298 carboxylie acids, 173 o-Iodophenol [43], 325 4-Hydroxy-2,6-dimethylbenzene­ esters, 175 p-Iodophenol [94], 325 Ie 1,3-disulfonamide [208], 328 ethers, 176 ~-Iodopropionic acid [82], 277 1S4 4-Hydroxy-2,6-dimethylbenzene­ generalizations, 171 m-Iodotoluene (204), 310 1S4 1,3-disulfonyl chloride [119], 331 hydrocarbons, 177 o-Iodotoluene (211), 310 1S4 2-Hydroxy-3,5-dinitrotoluene [86], ketones, 177 p-Iodotoluene (211) [35], 310, 311 lSI 326 nitriles, 178 Isatin [200], 286 Isc ~-Hydroxyethyl acetate (182),303 nitrocompounds, 178 Isoamyl acetate (142),302 IS( 2-Hydroxyethylamine (171), 288 olefins, 178 Isoamyl alcohol (130), 280 lSI dl-Hydroxyglutamic acid [150 d.], 299 Inositol [225], 279 solubility, 90 I!l< a-Hydroxyisobutyric acid [79], 277 Intermolecular forces, 70 Isoamylamine (95),288 If!( a-HydroxyiBobutyronitrile (IW), 321 Inulin [178 d.], 301 solubility, 90 If!( Hydroxylamine hydrochloride, 119 p-Iodoacetanilide [182], 286 N-Isoamylaniline (254), 290 I p-Hydroxy-N-methylacetanilide Iodoacetic acid [84J, 277 Isoamyl benzoate (262), 304 IS( [240],287 m-Iodoaniline [27], 291 Isoamyl bromide (118), 309 I o-Hydroxy-N-methylaniline [87], 293 o-Iodoaniline [56], 292 Isoamyl n-butyrate (178), 303 Isc p-Hydroxy-N-methylaniline [85], 293 p-Iodoaniline [62J, 292 Isoamyl carbamate [64], 285 Isc 2-Hydroxy-3-naphthoic acid [222], o-Iodoanisole (240), 307 Isoamyl carbonate (228), 303 I 279 Iodoaryl dichlorides, 246 Isoamyl chloride (100), 309 Iso p-Hydroxyphenylacetic acid [148], m-Iodobenzamide [186], 286 Isoamyl chloroformate (154), 302 Iso 278 o-Iodobenzamide [183], 286 Isoamyl ether (172), 306 E p-Hydroxyphenylglycine [248 d.], 299 p-Iodobenzamide [217], 286 Isoamyl formate (123), 302 Iso L-Hydroxyproline [270 d.l, 298 Iodobenzene (188), 310 Isoamyl iodide (148), 309 Iso ~-Hydroxypropionitrile (221), 321 o-Iodobenzoic acid [162], 278 Isoamyl isovalerate (190),303 Iso 2-Hydroxyquinoline [199J, 298 p-Iodobenzoic acid [265], 279 Isoamyl mercaptan (117),320 s 8-Hydroxyquinoline (266) [75], 298 p-Iodobenzylsulfonamide [206], 328 Isoamyl ~-naphthyl ether [26], 308 Iso 3-Hydroxy-2,4,6-trinitrotoluene [110], Iodoform [119], 312 Isoamyl nitrate (147), 305 Iso 326 test, 156 Isoamyl nitrite (99), 305 DoL ~-Iodonaphthalene [55], 311 Isoamyl oxalate (262), 304 L-II Ignition test, 22 l-lodo-4-naphthalenesulfonamide Isoamyl phthalate (349),304 dl-I Imides, derivatives of, 220 [202J,328 Isoamyl propionate (160), 302 Iso] table of, 285 l-lodo-5-naphthalenesulfonamide Isoamyl salicylate (277), 304 Iso] a-Iminoalkylmercaptoacetic acid [236],328 solubility, 90 Iso) hydrochlorides, 259 2-lodo-l-naphthalenesulfonamide Isoamyl succinate (297), 304 Iaol 1-lndanone (242) [42], 318 [154],327 Isobutyl acetate (116), 302 S4 Indene (180), 315 8-lodo-l-naphthalenesulfonamide Isobutyl alcohol (108), 280 lSOI solubility, 90 [187],328 Isobutylamine (69), 288 lsol Index of refraction, 46 1-lodo-4-naphthalenesulfonyl N-lsobutylaniline (231), 290 N-I Indole (254) [52], 291 chloride [121.], 331 Isobutyl benzoate (241), 303 Iso! solubility, 90 l-lodo-5-naphthalenesulfonyl Isobutyl bromide (91), 309 lSOl Infrared spectroscopy, 167 chloride [113], 331 Isobutyl n-butyrate (157), 302 polE acetylenes, 173 2-lodo-l-naphthalenesulfonyl Isobutyl carbamate [55], 285 Iso! acid anhydrides, 173 chloride [110], 331 Isobutyl carbonate (190),303 ISOI acid halides, 173 8-lodo-l-naphthalenesulfonyl Isobutyl chloride (68), 309 Iso! alcohols, 174 chloride [115], 331 Isobutyl chloroformate (130), 302 ISOI DEX INDEX 413 Infrared spectroscopy, aldehydes, 174 o-Iodophenetole (245), 307 Isobutylene bromide (149), 312 amides, 175 • ~Iodophenetole [271, 308 Isobutyl ether (122), 306 amines, 175 m-Iodophenol [40], 325 Isobutyl formate (98), 302 carboxylic acids, 173 o-Iodophenol [431, 325 solubility, 90 esters, 175 ~Iodophenol [94], 325 Isobutyl iodide (120), 309 ethers, 176 /i-Iodopropionic acid [82J, 277 Isobutyl isobutyrate (147), 302 generalizations, 171 m-Iodotoluene (204), 310 Isobutyl mercaptan (88), 320 hydrocarbons, 177 o-Iodotoluene (211), 310 Isobutyl methyl ketone (119),316 ketones, 177 ~Iodotoluene (211) [351, 310, 311 Isobutyl nitrate (123), 305 nitrHes, 178 Isatin [200], 286 Isobutyl nitrite (67), 305 nitrocompounds, 178 Isoamyl acetate (142), 302 Isobutyl oxalate (229), 303 olefins, 178 Isoamyl alcohol (130), 280 Isobutyl phenylacetate (247), 304 Inositol [225J, 279 solubility, 90 Isobutyl propionate (137), 302 Intermolecular forces, 70 Isoamylamine (95), 288 Isobutyl succinate (265), 304 Inulin [178 d.], 301 solubility, 90 Isobutyraldehyde (64), 283 ~Iodoacetanilide [182], 286 N-Isoamylaniline (254), 290 solubility, 90 Iodoacetic acid [84], 277 Isoamyl benzoate (262),304 Isobutyramide [128]. 286 m-Iodoaniline [27J, 291 Isoamyl bromide (118), 309 solubility, 90 o-Iodoaniline [56], 292 Isoamyl n-butyrate (178), 303 Isobutyric acid (155), 276 ~Iodoaniline [62J, 292 Isoamyl carbamate [64], 285 Isobutyronitrile (108), 321 o-Iodoanisole (240), 307 Isoamyl carbonate (228), 303 solubility, 90 Iodoaryl dichlorides, 246 Isoamyl chloride (100),309 Isobutyrophenone (222),317 m-Iodobenzamide [186], 286 Isoamyl chloroformate (154), 302 Isobutyryl chloride (92), 274 o-Iodobenzamide [183], 286 Isoamyl ether (172), 306 solubility, 90 ~Iodobenzamide [217], 286 Isoamyl formate (123), 302 Isocaproic acid (195), 276 Iodobenzene (188), 310 Isoamyl iodide (148), 309 Isocapronitrile (155), 321 o-Iodobenzoic acid [162J, 278 Isoamyl isovalerate (190), 303 Isodurene (195), 313 ~Iodobenzoic acid [265J, 279 Isoamyl mercaptan (117), 320 solubility, 90 ~Iodobenzylsulfonamide [206], 328 Isoamyl /i-naphthyl ether [26), 308 Isoduridine (255) [24], 290, 291 Iodoform [119], 312 Isoamyl nitrate (147), 305 Isoeugenol (267), 325 test, 156 Isoamyl nitrite (99), 305 D-Isoleucine [279 d.l, 300 IJ-Iodonaphthalene [55J, 311 Isoamyl oxalate (262), 304 L-Isoleucine [279 d.], 300 1-Iodo-4-naphthalenesulfonamide Isoamyl phthalate (349), 304 dl-Isoleucine [292 d.], 300 [202],328 Isoamyl propionate (160), 302 Isopentane (31), 314 1-Iodo-5-naphthalenesulfonamide Isoamyl salicylate (277), 304 lsophorone (214), 317 [236],328 solubility, 90 Isophthalic acid [300], 279 2-Iodo-1-naphthalenesulfonamide Isoamyl succinate (297), 304 Isopropyl acetate (91), 302 [154],327 Isobutyl acetate (116),302 solubility, 90 8-Iodo-1-naphthalenesulfonamide Isobutyl alcohol (108), 280 Isopropyl alcohol (83), 280 [187],328 Isobutylamine (69), 288 Isopropylamine (33), 288 1-Iodo-4-naphthalenesulfonyl N-Isobutylaniline (231), 290 N-Isopropylaniline (213), 289 chloride [121], 331 Isobutyl benzoate (241), 303 Isopropylbenzene (153), 313 1-Iodo-5-naphthalenesulfonyl Isobutyl bromide (91),309 Isopropyl benzoate (218), 303 chloride [113J, 331 Isobutyl n-butyrate (157), 302 ~Isopropylbenzoic acid [116J, 278 2-Iodo-1-naphthalenesulfonyl Isobutyl carbamate [55], 285 Isopropyl bromide (60), 309 chloride [110], 331 Isobutyl carbonate (190), 303 Isopropyl n-butyrate (128), 302 8-Iodo-1-naphthalenesulfonyl Isobutyl chloride (68), 309 Isopropyl carbamate [92], 285 chloride [115], 331 Isobutyl chloroformate (130), 302 Isopropyl chloride (36), 309 414 INDEX I~DEX

Isopropyl chloroformate (105), 302 Linalool (197),281 Methanesulfonamides, 227 2-] Isopropyl ether (68), 306 Lucas test, 117 Methanesulfonyl chloride (60/21 Isopropyl formate (68), 302 2,4-Lutidine (159), 296 mm.),329 2-: Isopropyl iodide (89), 309 D-Lysine [224 d.l, 299 L-Methionine [283 d.), 300 Isopropyl lactate (168), 303 L-Lysine [224 d.I, 299 dl-Methionine [2721, 299 3-1 Isopropyl mercaptan (56), 320 dl-Lysine, 300 Methone [1491, 319 4-Isopropyl-2-methylbenzenesulfon­ L-Lyxose [105 d.], 301 p-Methoxyacetanilide [127], 285 4-1 amide [73], 327 Methoxyacetic acid (203), 276 Isopropyl methyl ketone (94), 316 Maleic acid [130], 278 Methoxyacetonitrile (120), 321 4-1 solubility, 90 solubility, 90 p-Methoxyacetophenone (258) [381, Isopropyl oxalate (190), 303 Maleic anhydride [56], 275 318 2-1 Isopropyl phthalate (302), 304 L-Malic acid [1001, 277 p-Methoxybenzaldehyde (247), 283 Isopropyl salicylate (237), 303 Malonamide [1701, 286 4-Methoxybenzene-l,3-disulfon­ 2-1 Isoquinoline (240) [24], 297, 298 Malonic acid [133 d.I, 278 amide [2401, 328 Isosafrole (246), 307 solubility, 90 4-Methoxybenzene-l,3-disulfonyl 3-1 L-Isoserine, 300 Malononitrile (219), 321 chloride [861, 331 dl-Isoserine, 300 Maltose [100 d., 165 d.I, 301 o-Methoxybenzoic acid [1001, 277 4-1 Isovaleraldehyde (92), 283 D-Mandelic acid [133], 278 p-Methoxybenzophenone (355) [62J, solubility, 90 L-Mandelic acid [1331, 278 318 4-1 Isovaleranilide [109], 285 dl-Mandelic acid [118], 278 o-Methoxybenzoyl chloride (254), 274 Isovaleric acid (176), 276 solubility, 90 o-Methoxybiphenyl [32J, 308 M4 solubility, 90 Mandelonitrile (170 d.), 321 p-Methoxybiphenyl [85J, 308 N­ Isovaleronitrile (130), 321 D-Mannitol [1661, 282 6-Methoxyquinoline (305 d.) [281, I Isovalerophenone (225), 317 D-Mannose [132 d.], 301 297, 298 Ml Ieovaleryl chloride (115), 274 Maquenne block, 28 N-Methylacetanilide [102], 285 ME solubility, 90 Margaric acid [601, 277 solubility, 90 N­ Itaconic acid [165 d.], 279 Melezitose [147 d.], 301 Methyl acetate (57), 302 2-1 Itaconic anhydride [68], 275 MeIlitic acid [288 d.], 279 Methyl acetoacetate (169), 303 Melting points, 24 solubility, 90 2-] Ketones, derivatives of, 254 p-Menthane (169), 314 N-Methyl-o-acetotoluide [56], 285 table of, 316 L-Menthol [421, 282 N-Methyl-p-acetotoluide [83], 285 4-1 L-Menthone (207), 317 a-Methylacrolein (73), 283 dl-Lactic acid [181, 277 L-Menthyl acetate (227), 303 Methyl acrylate (85), 302 2-1 solubility, 90 L-Menthylamine (205), 289 Methylal (45), 273 Lactide (255) [1281, 305 Mercaptal acetates of aldoses, 232 solubility, 90 2-1 Lactonitrile (182 d.), 321 Mercaptans, derivatives of, 255 Methyl alcohol (66), 280 Lactose [203 d.], 301 table of, 320 Methylamine (-6),288 4-1 Lauric acid [43J, 277 N,N'-Mercuribisacylamides, 221 4-(N-Methylamino)-I,3-dimethyl­ Laurone [691, 318 Mesaconic acid [2021, 279 benzene (221), 289 ME Lauryl alcohol [241, 282 Mesidine (229), 289 4-(N-Methylamino)-2-nitrotoluene ME Lepidine (263), 297 Mesitylene (164), 313 [451,291 ME D-Leucine [337 d.l, 300 solubility, 90 4-(N-Methylamino)-3-nitrotoluene 3-1 L-Leucine [337 d.l, 300 Mesitylenic acid [166], 279 [841,293 dl-Leucine [332 d.], 300 Mesityl oxide (130), 316 Methylaniline (192), 289 3-1 Levulinic acid (250 d.) [33], 276, 277 solubility, 90 Methyl anisate (255) [45J, 305 Levulose [104 d.I, 301 l\letaldehyde [115], 284 l\lethyl anthranilate (260 d.) [241, 3-~ Liebermann's nitroso reaction, 127 Methacrylic acid (163) [16], 276, 277 290,291 l\11 Limonene (176), 315 Methanesulfonamide 1901, 327 f:l-Methylanthraquinonc [179J, 319 INDEX DiDEX 415

)2 Linalool (197), 281 Methanesulfonamides, 227 2-;\Iethylbenzene-1,3-disulfonamide Lucas test, 117 Methanesulfonyl chloride (60/21 [2601,328 2,4-Lutidine (159), 296 mm.),329 2-:\tethyIbenzene-1,4-disulfonamide D-Lysine [224 dol, 299 r..-Methionine [283 d.J, 300 [2241,328 r..-Lysine [224 dol, 299 dl-Methionine [2721, 299 3-Methylbenzene-1,5-disulfonamide dl-Lysine, 300 Methone [1491, 319 [2161, 328 In- r..-Lyxose [105 do], 301 p-Methoxyacetanilide [1271, 285 4-Methylbenzene-1,2-disulfonamide Methoxyacetic acid (203), 276 [2371,328 6 Maleic acid [130], 278 Methoxyacetonitrile (120), 321 4-Methylbenzene-1,3-disulfonamide solubility, 90 p-Methoxyacetophenone (258) [381, [191], 328 Maleic anhydride [56], 275 318 2-Methylbenzene-1,3-disulfonyl L-Malic acid [1001, 277 p-Methoxybenzaldehyde (247), 283 chloride [88], 331 Malonamide [170], 286 4-Methoxybenzene-1,3-disulfon­ 2-MethyIbenzene-1,4-disulfonyI Malonic acid [133 d.l, 278 amide {2401, 328 chloride [98], 331 solubility, 90 4-Methoxybenzene-1,3-disulfonyl 3-Methylbenzene-1,5-disulfonyl Malononitrile (219), 321 chloride [861, 331 chloride [951, 331 Maltose [100 d., 165 dol, 301 o-Methoxybenzoic acid [100], 277 4-Methylbenzene-1,2-disulfonyl D-Mandelic aeid [133], 278 p-Methoxybenzophenone (355) [621, chloride l1111, 331 L-Mandelic acid [133], 278 318 4-Methylbenzene-1,3-disulfonyl dl-Mandelic acid [118], 278 o-Methoxybenzoyl chloride (254), 274 chloride [56], 330 solubility, 90 o-Methoxybiphenyl [321, 308 Methyl benzoate (198), 303 Mandelonitrile (170 d.), 321 p-Methoxybiphenyl [851, 308 N-Methylbenzylamine (185), 288 D-Mannitol [1661, 282 6-Methoxyquinoline (305 d.) [28], solubility, 90 D-Mannose [132 d.I, 301 297,298 Methyl bromide (5), 309 Maquenne block, 28 N-Methylacetanilide [1021, 285 Methyl bromoacetate (144 d.), 302 Margaric acid [601, 277 solubility, 90 N-Methyl-p-bromoaniline (260), 290 Melezitose [147 d.], 301 Methyl acetate (57), 302 2-Methyl-4-bromobenzenesulfon­ Mellitic acid [288 d.], 279 Methyl acetoacetate (169), 303 amide [1681, 327 Melting points, 24 solubility, 90 2-Methyl-5-bromobenzenesulfon­ p-Menthane (169), 314 N-Methyl-o-acetotoluide [561, 285 amide [166], 327 L-Menthol [42], 282 N-Methyl-p-acetotoluide [831, 285 4-Methyl-3-bromobenzenesulfon­ L-Menthone (207), 317 a-Methylacrolein (73), 283 amide [146], 327 L-Menthyl acetate (227), 303 Methyl acrylate (85), 302 2-Methyl-4-bromobenzenesulfonyl L-Menthylamine (205), 289 Methylal (45),273 chloride [5OJ, 330 Mercaptal acetates of aldoses, 232 solubility, 90 2-Methyl-5-bromobenzenesulfonyl Mercaptans, derivatives of, 255 Methyl alcohol (66), 280 chloride [35], 329 table of, 320 Methylamine (-6), 288 4-Methyl-3-bromobenzenesulfonyl N,N'-Mercuribisacylamides, 221 4-(N-Methylamino)-l,3-dimethy1­ chloride [601, 330 Mesaconic acid [202], 279 benzene (221), 289 Methyl m-bromobenzoate [321, 304 Mesidine (229), 289 4-(N-Methylamino)-2-nitrotoluene Methyl o-bromobenzoate (244), 304 Mesitylene (164), 313 [451,291 Methyl p-bromobenzoate [81], 305 solubility, 90 4-(N-Methylamino)-3-nitrotoluene 3-Methyl-1-butanesulfonamide l31, Mesitylenic acid [1661, 279 [841,293 327 Mesityl oxide (130), 316 Methylaniline (192),289 3-Methyl-1-butanesulfonyl chloride 277 solubility, 90 Methyl anisate (255) [45J, 305 (88/9 mm.), 329 1Ietaldehyde [115], 284 Methyl anthranilate (260 d.) [24), 3-:\Iethyl-I-butene (21), 315 Methacrylic acid (163) [16], 276, 277 290,291 :\Iethyl n-butyrate (102), 302 Methanesulfonamide [901, 327 I3-Methylllnthrnquinone [179], 319 solubility, 90 416 IKDEX INDEX

Methyl caprate (232), 303 Methylene bromide (98), 312 1-Methyl-7-naphthalenesulfonamide :\1' Methyl n-caproate (150), 302 Methylene chloride (42), 312 [189],328 a-; Methyl caprylate (193), 303 Methylene iodide (180 do), 312 2-MethYl-6-naphthalenesulfonamide Methyl carbamate [52], 285 N-Methylethylamine (35), 288 [206],328 M, Methyl carbonate (90), 302 Methyl ethyl ether (10), 306 l-:\l:ethyl-3-naphthalenesulfonyl 2-] solubility, 90 solubility, 90 chloride [125], 332 Methyl chloroacetate (130), 302 2-~l:ethyJ-4-fluorobenzeneaulfon- l-:\l:ethyl-4-naphthalenesulfonyl 2-] solubility, 90 amide [1731, 327 chloride [811, 331 N-Methyl-o-chloroaniline (214), 289 2-:\lethyl-5-fluorobenzenesu1fon­ l-:\lethyl-6-naphthalenesulfonyl N-Methyl-p-chloroaniline (240), 290 amide [141], 327 chloride [88J, 331 :\1' 2-Methyl-4-chlorobenzenesulfon­ 3-)lethyl-4-fluorobenzenesulfon­ 1-Methyl-7-naphthalenemlfonyl. I M, amide [185], 328 amide [105[, 327 chloride [123], 332 2-Methyl-5-chlorobenzenesulfon­ :\lethyl formate (32), 302 .Y-Methyl-N-o:-naphthylacetamide amide [1421, 327 5-Methylfurfural (187), 283 [951,285 M 4-Methyl-3-chlorobenzenesulfon­ :\Iethyl furoate (181), 303 X-Methyl-o:-naphthylamine (293), amide [128], 327 o:-Methylglucoside [165 d.l, 301 290 N· 2-Methyl-4-chlorobenzenesulfonyl Methyl n-heptoate (173), 303 .V-Methyl-p-naphthylamine (309), chloride [531, 330 Methyl m-hydroxybenzoate [701, 3005 290 M 2-Methyl-5-chlorobenzenesulfonyl :\lethyl p-hydroxybenzoate [1311, 3005 :\lethyl a-naphthyl ether (265), 307 4-] chloride [211, 329 Methyliminodiacetic acid [227 d,l, 279 \lethyl P-naphthyl ether [72],308 6-1 4-Methyl-3-chlorobenzenesulfonyl Methyl iodide (43), 309 \Iethyl p-naphthyl ketone (300) [531, M chloride [631, 330 Methylisobutylcarbinol (132), 280 318 M Methyl m-chlorobenzoate (231) [211, :\lethylisobutylcarbinol acetate (148), \lethyl nitrate (65), 305 M 303, 304 302 solubility, 90 M Methyl o-chlorobenzoate (234), 303 Methyl isobutyrate (92), 302 X-Methyl-p-nitroacetanilide [153], M Methyl p-chlorobenzoate [44], 305 solubility, 90 286 Do Methyl chloroformate (75), 302 Methylisopropylcarbinol (113),280 2-Methyl-4-nitroacetanilide [1961, 286 M Methyl cinnamate (263) [36J, 304 Methyl isovalerate (116), 302 4-Methyl-2-nitroacetanilide [941, 285 M Methyl citrate (285 do) [791, 305 solubility, 90 4-:\lethyl-3-nitroacetanilide [1481,286 M solubility, 90 Methyl lactate (144),302 N-Methyl-m-nitroaniline [66], 292 M Methyl cyanoacetate (200), 303 Methyl laurate (268) [51, 304 2-Methyl-3-nitroaniline [951,293 M Methylcyclohexane (100), 314 Methyl levulinate (191),303 2-Methyl-6-nitroaniline 1911, 293 M No 2-Methylcyclohexanol (165), 280 solubility, 90 4-MethYI-2-nitroaniline [72], 292 3-Methylcyclohexanol (175), 280 Methyl malonate (181), 303 N· l\lethyl lIl-nitroben21oate (279) [78], No 4-Methylcyclohexanol (174), 280 solubility, 90 304,305 2-Methylcyclohexanone (163), 316 Methylmalonic acid [135 d.], 278 M Methyl p-nitrobenzoate [961, 305 M 3-Methylcyclohexanone (169), 316 Methyl mandelate [581, 305 Methyl m-nitrocinnamate [l24J, 305 4-Methylcyclohexanone (169), 316 o:-Methylmannoside [193 d.1. 301 M Methyl o-nitrocinnamate [731, 305 No Methyl cyclohexyl ketone (180), 316 Methyl mercaptan (6), 320 )Iethyl p-nitrocinnamate [161], 305 :\1 N -MethYI-2,4-dinitroaniline [176], Methyl myristate (296) [181, 304 Methyl orthoformate (101), 302 o:-Methylnaphthalene (240), 313 M 295 solubility, 90 p-Methylnaphthalene [321, 313 M Methyl 3,5-dinitrobenzoate [1081, Methyl oxalate (163) [511, 305 1-Methyl-3-naphthaleneBulfonamide M 305 Methyl palmitate [301, 304 2-Methyl-1,3-dioxane (110), 273 [1441,327 M Methyl pelargonate (213), 303 2-Methyl-1,3-dioxolane (82), 273 1-Methyl-4-naphthalenesulfonamide M 4-Methyl-2-pentanol (131), 280 N-Methyldiphenylamine (296), 297 [174],327 Methyl phenylacetate (218),303 Methyleneaminoacetonitrile [1291, 1-Methyl-6-naphthalenesulfonamide )Iethylphenylcarbinol (203), 281 298, 321 [116],327

__"_'1"l1li INDEX INDEX 417

Methylene bromide (98), 312 1-Methy1-7-naphthaJenesulfonamide Methyl ~-phenylethyl ketone (235), Methylene chloride (42), 312 1189J,328 317 Methylene iodide (180 d.), 312 2-Methy1-6-naphthalenesulfonamide a-::\lethyl-a:-phenylhydrazine (227), N-Methylethylamine (35), 288 1206],328 289 Methyl ethyl ether (10), 306 1-::\lethyl-3-naphthalenesulfonyl Methyl phthalate (282), 304 solubility, 90 chloride [125], 332 2-.Methyl-l-propanesulfonamide 116J, 2-Methyl-4-fluorobenzenesulfon­ I-Methyl-4-naphthalenesulfonyl 327 amide [173], 327 chloride [81], 331 2-Methyl-l-propanesulfonyl chloride 2-Methyl-5-fluorobenzenesulfon­ I-Methyl-6-napht.halenesulfonyl (73/11 mm.), 329 amide [1411. 327 chloride [88], 331 ::\fethyl propionate (79), 302 3-~lethyl-4-liuorobenzenesulfon- I-Methyl-7-naphthalenemlfonyl. solubility, 90 amide [1051, 327 chloride [123], 332 Methyl-n-propylcarbinol, solubility, ~lethyl formate (32), 30'2 .V-Methyl-N-a:-naphthylac·etamide 90 5-Methylfurfural (187), 283 195],285 Methyl n-propyl ketone (102), 316 "'1ethyl furoate (181), 303 N-Methyl-a-naphthylamine (293), solubility, 90 a:-Methylglucoside [165 d.l, 301 290 N-Methylpseudocumidine (237) [44], Methyl n-heptoate (173), 303 .V-Methyl.~-naphthylamine (309), 291 Methyl m-hydroxybenzoate [701, 30,) 290 Methyl pyruvate (136), 302 Methyl p-hydroxybenzoate [1311, 305 ::\1ethyl «-naphthyl ether (265), 307 4-Methylquinoline (263), 297 Methyliminodiacetic acid (227 d.I, 279 \lethyl tl-naphthyl ether [72], 308 6-Methylquinoline (258), 297 Methyl iodide (43).309 :\lethyl ~-naphthyl ketone (300) [53], Methyl salicylate (224), 303 Methylisobutylcarbinol (132), 280 318 Methyl sebacate (288 d.) [38], 304 :\1ethylisobutylcarbinol acetate (148), ~Iethyl nitrate (65). 305 Methyl stearate [38], 304 302 "o]ubility, 90 Methyl succinate (195) [19], 303, 304 Methyl isobutyrate (92), 302 X-Methyl-p-nitroacetanilide [153]. Methyl sulfate (188), 305 solubility, 90 286 D-Methyl tartrate (280) [48 (61)], 305 Methylisopropylcarbinol (1l3), 280 2-Methyl-4-nitroacetanilide [196], 286 Methyl terephthalate [140], 305 Methyl isovaJerate (1l6), 302 4-Methyl-2-nitroacetanilide [94], 285 Methyl 2-thienyl ketone (214), 317 solubility, 90 4-Methyl-3-nitroacetanilide [148], 286 Methyl thymyl ether (216),307 Methyl lactate (144), 302 N-Methyl-m-nitroaniline [66], 292 Methyl m-toluate (215), 303 Methyllaurate (268) [51, 304 2-Methyl-3-nitroaniline [95], 293 Methyl o-toluate (213), 303 Methyllevulinate (191), 303 2-Methyl-6-nitroaniJine 191], 293 Methyl p-toluate (217) [33],303, 304 solubility, 90 4-Methyl-2-nitroaniline [72], 292 N-Methyl-m-toluidine (206), 289 Methyl malonate (181), 303 Methylm-nitrobenzoat.e (279) (78J, N-Methyl-o-toluidine (207), 289 solubility, 90 304,305 N-Methyl-p-toluidine (208), 289 Methylmalonic acid (135 d.l, 278 Methyl p-nitrobenzoate [96], 305 Methyl m-tolyl ketone (220), 317 Methyl mandelate [581, 305 Methyl o-tolyl ketone (216), 317 Methyl m-nitrocinnamate [124], 305 a:-Methylmannoside (193 d.1. 301 Methyl p-tolyl ketone (222), 317 Methyl O-nitrocinnamate [73], 305 Methyl mercaptan (6), 320 N-Methyltribromoaniline [39], 291 ::\lethyl p-nitrocinnamate [161], 305 Methyl myristate (296) (181, 304 Methyl undecylenate (248), 304 a-Methylnaphthalene (240), 313 Methyl orthoformate (101), 302 Methylurea [101], 285 solubility, 90 ~-Methylnaphthalene [32], 313 Methyl n-valerate (130), 302 , I-Methyl-3-naphthalellesulfonamide ::\lethyl oxalate (163) [511, 305 Methyl vinyl ketone (80), 316 [1441,327 Methyl palmitate (301, 304 Mixture melting points, 24 Methyl pelargonate (213), 303 t I-Methyl-4-naphtMlenesulfonamide Mixtures, 333 ~7 [1741,327 4-Methyl-2-pentanol (131), 280 binary, 334 I. I-Methyl-6-naphthalenesulfonamide Methyl phenylacetate (218), 303 preliminary examina.tion of, 341 [1161,327 ::\lethylphenylcarbinol (203), 281 water-insoluble, 339, 346 ..------,------­

INDE)i 418 INDEX m-Nitroaniline (284) [114). 294 po Mixtures, water-soluble. 340, 343 1,4,5-Naphthalenetrisulfonyl chloride solubilitY,90 m Molecular refractivity. 49 [1561, 332 o-Nitroaniline [71], 292 0­ Molecular weight. 55 2,3,6-Naphthalenetrisulfonyl chloride solubility, 90 1'" Morpholine (130), 288 [200],332 p-Nitroaniline [147], 295 2­ Mucic acid [2"3 d.], 289 1,2-Naphthalic anhydride [169J, 275 solubility. 90 4­ Myristic acid [54), 277 1,8-Naphthalic anhydride [274], 275 3-Nitroanisic acid [190], 279 1­ Myristyl alcohol [39], 282 2,3-Naphthalic anhydride [2461, 275 m-Nitroanisole (258) [38], 323 m Kaphthalides, 244 o-Nitroanisole (265), 322 0­ Nalge-Axelrod melting-point a-Naphthoic acid [162], 278 p-Nitroanisole (258) [54), 323 P apparatus, 28 I3-Kaphthoic acid [185J, 279 m-Nitrobenzal chloride [65], 323 :N I3-Naphthaldehyde [60], 284 a-Naphthoic anhydride [146], 275 m-Nitrobenzaldehyde [58], 284 Naphthalene [SO). 313 a-Kaphthol [94],326 o-Nitrobenzaldehyde [44], 284 l,4-Naphthalenedisulfonamide [273], I3-Kaphthol [122], 326 p-Nitrobenzaldehyde [106], 284 328 a-Naphthonitrile (299) [35), 321 m-Nitrobenzamide [143], 286 2 1.5-Naphthalenedisulfonamide [310], I3-Naphthonitrile (306) [66J, 321 o-Nitrobenzamide [176], 286 " 328 a-Naphthoquinone [125], 319 p-Nitrobenzamide [201], 286 1,6-Naphthalenedisulfonamide [298), 13-~aphthoquinone [120], 319 p-Nitrobenzamides, 226 P 328 N-a-Naphthylacetamide [159], 286 m-Nitrobenzanilide [153J, 286 2,7-Naphthalenedisulfonamide [242J, N-I3-Naphthylacetamide [134], 286 Nitrobenzene (209), 322 l' 328 a-Naphthyl acetate [49], 305 m-Nitrobenzenesulfonamide [166], 11 1,3-Naphthalenedisulfonyl chloride I3-Xaphthyl acetate [701, 305 327 0 [138),332 a-Naphthylacetic acid [133J. 278 o-Nitrobenzenesulfonamide [191], 328 1,4-Naphthalenedisulfonyl chloride a-Kaphthylamine (300) [50], 291 p-Nitrobenzenesulfonamide [ISO], 327 [166],332 I3-Naphthylamine (300) [112], 294 m-Nitrobenzenesulfonamides, 227 1,5-Naphthalenedisulfonyl chloride N-a-Naphthylbenzamide [161J, 286 m-Nitrobenzenesulfonyl chloride [63]. [183),332 I3-Kaphthyl benzoate [107], 305 1,6-Naphthalenedisulfonyl chloride I3-Naphthyl ethers, 244 330 o-Nitrobenzenesulfonyl chloride [68], (128),332 I3-Naphthyl salicylate (95), 305 330 1,7-Naphthalenedisulfonyl chloride a-Naphthylsulfonamides, 227 p-Nitrobenzenesulfonyl chloride [SO], [122],332 . a-Naphthylurethans, 211 331 2,6-Naphthalenedisulfonyl chloride Neighboring group, participation, 143 Neopentane (9), 314 p-Nitrobenzoates, 212 [225],332 m-Nitrobenzoic acid [140], 278 2,7-Naphthalenedisulfonyl chloride Neutralization equivalent, 150, 202 Nichols refractometer, 47 o-Nitrobenzoic acid [146], 278 [162),332 p-Nitrobenzoic acid [241], 278 1-Naphthalenesulfonamide [150], 327 Nickel chloride and 5-nitrosa1icyl­ aldehyde, 125 m-Nitrobenzonitrile [118], 321 2-Naphthalenesulfonamide [2171. 328 Nickel chloride, carbon disulfide, and p-Nitrobenzonitrile [147], 321 1-Naphthalenesulfonyl chloride [68], ammonium hydrOldde, 124 m-Nitrobenzoyl chloride (278) [35]. 330 f dl-Nicotine (242), 297 1 274,275 2-Naphthalenesulfonyl chloride [76], Nitration, 249 1 o-Nitrobenzoyl chloride [20], 275 331 Nitriles, derivatives of, 256 i p-Nitrobenzoyl chloride \75], 275 Naphthalene tetrachloride [182], 311 hydrolysis of, 154, 258 m-Nitrobenzyl alcohol [27], 322 \ 1,3,5,7-Naphthalenetetrasulfonyl reduction of, 259 o-Nitrobenzyl alcohol (270 d.) [74], chloride (310), 332 table of, 321 323 1,3,5-Naphthalenetrisulfonyl chloride m-Nitroacetanilide [155], 286 p-Nitrobenzyl alcohol [93], 323 [146]. 332 o-Nitroacetanilide [921, 285 p-Nitrobenzyl bromide 199), 324 1,3,6-Naphthalenetrisulfonyl chloride p-Nitroacetanilide [210], 286 o-Nitrobenzyl chloride [48], 323 [193],332 m-Nitroacetophenone (202) (81), 318 p-Nitrobenzyl chloride 171], 323 INDEX INDEX 419

1,4,5-Xaphthalenetrisulfonyl chloride m-Nitroaniline (284) [114), 294 p-Nitrobenzyl esters. 200 [1561,332 solubility, 90 m-Nitrobenzylsulfonamide [1591, 327 2,3,6-Naphthalenetrisulfonyl chloride o-Nitroaniline [71), 292 o-Nitrobenzylsulfonamide (137], 327 [2OOJ,332 solubility, 90 p-Nitrobenzylsulfonamide (200), 328 1,2-Naphthalic anhydride [169J, 275 p-Nitroaniline (147), 295 2-Nitrobiphenyl [33), 323 1,8-Naphthalic anhydride [2741. 275 solubility, 90 4-Nitrobiphenyl [113], 324 2,3-Naphthalic anhydride [2461, 275 3-Nitroanisic acid [190), 279 1-Nitrobutane (152), 322 Naphthalides, 244 m-Nitroanisole (258) [38). 323 m-Nitrocinnamic acid [199], 279 a-Xaphthoic acid [1621. 278 o-Nitroanisole (265), 322 o-Nitrocinnamic acid (240), 279 ~-Naphthoic acid [185J, 279 p-Nitroanisole (258) [541, 323 p-Nitrocinnamic acid [285), 279 a-Naphthoic anhydride [1461, 275 m-Nitrobenzal chloride [65), 323 Nitro compounds. derivatives of, 260 a-Xaphthol [94). 326 m-Nitrobenzaldehyde [58], 284 reduction of, 262 ), ~-Naphthol [122). 326 o-Nitrobenzaldehyde [44J. 284 table of, 322 a-Naphthonitrile (299) [35), 321 p-Nitrobenzaldehyde [1061. 284 tests for, 5 ), ~-Naphthonitrile (306) [661. 321 m-Nitrobenzamide [1431, 286 2-Nitrocymene (264), 322 a-Naphthoquinone [125J, 319 o-Nitrobenzamide [176), 286 m-Nitro-N,N-dimethylaniline (285) ). ~-Xaphthoquinone [1201, 319 p-Nitrobenzamide [2011. 286 [601,298 N-a-Naphthylacetamide [1591, 286 p-Nitrobenzamides, 226 p-Nitro-N,N-dimethYlaniline [163], ), N-~-Nl1phthylacetamide [1341 286 m-Nitrobenzanilide [153], 286 298 a-Naphthyl acetate [49], 305 ' Nitrobenzene (209), 322 Nitroethane (114), 322 ~-Xaphthyl acetate [701, 305 m-Nitrobenzenesulfonamide [166J, m-Nitro-N-ethylaniline [65], 292 a-Naphthylacetic acid [1331, 278 327 o-Nitroethylbenzene (224). 322 a-Naphthylamine (300) [501, 291 o-Nitrobenzenesulfonl1mide [191). 328 p-Nitroethylbenzene (241), 322 ~-Naphthylamine (300) [112), 294 p-Nitrobenzenesulfonamide [180), 327 Nitroform [151. 322 N-a-Naphthylbenzamide [161), 286 m-Nitrobenzenesulfonamides, 227 Nitroguanidine [230 d.], 286 ~.Naphthyl benzoate [107], 305 m-Nitrobenzenesulfonyl chloride [631, solubility, 90 Ii-Naphthyl ethers. 244 330 o-Nitroiodobenzene [491, 323 Ii-Naphthyl salicylate (95). 305 o-Nitrobenzenesulfonyl chloride [681, p-Nitroiodobenzene [1711, 324 a-Naphthylsulfonamides, 227 330 4-Nitromesidine [751, 292 a-Naphthylurethans, 211 p-Nitrobenzenesulfonyl chloride [801, Nitromesitylene (225) [441, 323 Neighboring group, participation, 143 331 Nitromethane (101), 322 Neopentane (9), 314 p-Nitrobenzoates. 212 solubility, 90 Neutralization equivalent. 150, 202 m-Nitrobenzoic acid [1401, 278 p-Nitro-N-methylaniline [1521. 295 Nichols refractometer, 47 o-Nitrobenzoic acid [146), 278 a-Nitronaphthalene (304) [611, 323 p-Nitrobenzoic acid [2411, 278 Ii-Nitronaphthalene [781, 323 7 Nickel chloride and 5-nitrosa1icyl­ aldehyde, 125 m-Nitrobenzonitrile [1181, 321 1-Nitro-2-naphthalenesulfonamide, Nickel chloride, carbon disulfide and p-Nitrobenzonitrile [147), 321 [214],328 ammonium hydrOldde, 124 ' m-Nitrobenzoyl chloride (278) (35), 1-Nitro-2-naphthalenesulfonyJ dl-Nicotine (242), 297 274.275 chloride [121], 332 Nitration, 249 o-Nitrobenzoyl chloride [201, 275 1-Nitro-2-naphthylamine [1261. 294 Nitriles, derivatives of, 256 p-NitrobenzoyJ chloride (75), 275 5-Nitro-1-naphthylamine [1191. 294 hydrolysis of, 154, 258 m-Nitrobenzyl alcohol (27). 322 8-Nitro-1-naphthylamine [97). 293 reduction of, 259 o-Nitrobenzyl alcohol (270 d.) [74), o-Nitrophenetole (268), 322 table of, 321 323 p-Nitrophenetole (283) [601, 323 e ~Nitroacetanilide [155J, 286 i p-Nitrobenzyl alcohol [93), 323 m-Nitrophenol [97], 326 o-Nitroacetanilide [92J, 285 p-Nitrobenzyl bromide [99), 324 o-Nitrophenol [45], 325 e p-Nitroacetanilide [210], 286 o-Nitrobenzyl chloride [48). 323 p-Nitrophenol [1141. 326 m-Nitroacetophenone (202) [811. 318 p-Nitrobenzyl chloride ml. 323 m-Xitrophenylacetic acid [1201, 278 f

IND 420 INDEX Phenacyl esters, 200 o-Kitrophenylacetic acid [1411, 278 Octahydroxanthenes, 220 Phenanthraquinone (360) [2071,319 p-Nitrophenylacetic acid [152], 278 n-Octane (125), 314 Phenanthrene [1001, 313 p-Nitrophenylacetonitrile [116], 321 2-0ctanol (179), 281 m-Phenetidine (248), 290 p-Nitrophenylhydrazine, 131 n-Octyl alcohol (192), 281 o-Phenetidine (229), 290 p-Nitrophenylhydrazine [157 do], 295 n-Octylamine (180), 288 f p-Phenetidine (254), 290 p-Nitrophe9-ylhydrazones, 219 n-Octyl bromide (204), 309 Phenetole (172),307 p-Nitrophenylurethans, 211 n-Octyl chloride (184), 309 p-Phenetylurea [174], 286 3-Nitrophthalates, 213 n-Octyl mercaptan (199), 320 Phenol (180) [421, 325 3-Nitrophthalic acid [2181, 279 Oenanthonitrile (183), 321 solubility, 90 4-Nitrophthalic acid [1651, 279 Oleic acid [16], 277 Phenolphthalein 1261J, 326 4-NitrophthaJic anhydride [1191, 275 Optical rotation, 51 Phenols, bromination of, 264 1-Nitropropane (130), 322 Orcinol [58, 107], 325, 326 derivatives of, 262 2-Xitropropane (120), 322 D-Omithine, 300 table of, 325 6-Nitroquinaldine [164], 298 IrOmithine,3OO Phenoxthin [59], 308 6-Nitroquinoline [149], 298 dl-Omithine, 300 Phenoxyacetic acid [96], 277 3-Nitrosalicylic acid [125, 144], 278 Osazones, formation of, 132 solubility, 90 5-Nitrosalicylic acid [227], 279 Oxalic acid (101], 277 Phenylacetaldehyde (194),283 Kitrosobenzene [68J, 324 Oxalyl chloride (64), 274 a-Phenylacetamide [l54J, 286 Nitroso compounds, derivatives of, Oxamide (419 do], 287 a-Phenylacetanilide [1171, 285 261 solubility, 90 Phenyl acetate (196),303 preparation of, 229 Oxanilide [257], 287 Phenylacetic acid [761, 277 table of, 324 Oxidation, dichromate, 250 Phenylacetonitrile (234), 321 p-Nitroso-N,N-diethylaniline [841, permanganate,250 Phenylacetyl chloride (210), 274 298,324 Oximes,254 Phenylacetylene (140), 321 p-Nitroso-N,N-dimethylaniline [871, D-Phenylalanine [320 dol, 300 298,324 Palmitamide [106J, 285 IrPhenylalanine [320 d.l, 300 N-Nitrosodiphenylamine [661, 324 Palmitic acid [621, 277 dl-Phenylalanine [273 d.], 300 p-Nitrosodiphenylamine (1441, 324 Palmityl chloride [12J, 275 Phenyl benzoate (299) (68], 305 solubility, 90 Paraffins, derivatives of, 251 Phenyl n-butyrate (227), 303 p-Nitroso-N-methylaniline [1161, 324 table of, 314 'Y-Phenylbutyric acid [521, 277 1-Nitroso-2-naphthol [109], 324 Paraldehyde (124), 283 Phenyl carbonate (306) [781, 305 2-Nitroso-1-naphthol [152 dol, 324 solubility, 90 Phenyl cinnamate [721, 305 4-Nitroso-1-naphthol [194 dol, 324 Partition coefficients, 205 m-Phenylenediamine (283) [63], 292 p-Nitrosophenol [125 dol, 324 Pelargonic acid (253), 276 solubility, 90 Nitrosothymol [162J, 324 Pentachloroethane (161), 312 r o-Phenylenediaminp (256) [1021, 293 ,B-Nitrostyrene (260 do) [581, 322, Pentaerythritol [2531, 282 solubility, 90 323 Pentamethylbenzene [511, 312 p-Phenylenediaminp (267) [1401, 294. m-Nitrotoluene (231) [161, 322 Pentamethylene bromide (221), 312 solubility, 90 o-Nitrotoluene (224), 322 Pentane (36), 314 2-Pheny1-1-ethanesulfonamide [1221, p-Nitrotoluene (238) [541, 323 2-Pentene (36), 315 327 Nitrourea [150 d.], 286 2-Pentyl bromide (118), 309 2-Phenyl-1-ethanesulfonyl chloride solubility, 90 3-Pentyl bromide (119), 309 [33],329 Nitrous acid, 126 1-Pentyne (40), 315 Phenyl ether (252) [28], 307, 308 n-Nonane (149), 314 Percolator boiling-point apparatus, 31 ! tl-Phenylethyl alcohol (219), 281 n-Nonyl alcohol (215), 281 Periodic acid, 129 a-Phenylethylamine (185), 289 n-Nonyl mercaptan (220), 320 Phenacetin [135], 286 .a-PhenylethyJamine (198), 289 v-Norleucine [285 d.l, 300 Phenacyl bromide [50], 318 a-Phenylethyl bromide (205), 309 dl-Norleucine [327 d.], 300 Phenacyl chloride (244) [59], 318 INDEX 421

PhenacyI esters, 200 p-Phenylethyl bromide (218), 309 Octahydroxanthenes, 220 Phenanthraquinone (360) [207], 319 a-Phenylethyl chloride (195), 309 n-Octane (l25), 314 Phenanthrene 1100], 313 p-Phenylethyl chloride (190), 309 2-0ctanol (179), 28l m-Phenetidine (248), 290 N-Phenylglycine [126 d.], 299 n-Octyl alcohol (192), 28l o-Phenetidine (229), 290 Phenylglyoxal [91], 284 n-Octylamine (180), 288 p-Phenetidine (254), 290 Phenylhydrazides, 201 n-Octyl bromide (204), 309 Phenetole (172),307 Phenylhydrazine (243) [19J, 290, 291 n-Octyl chloride (184), 309 p-Phenetylurea [174], 286 classification reagent, 131 n-Octyl mercaptan (199), 320 Phenol (180) [42], 325 solubility, 91 Oenanthonitrile (183), 321 solubility, 90 Phenylhydrazonium salts, 201 Oleic acid [16J, 277 Phenolphthalein 1261J, 326 Phenyl mercaptan (169),320 5 Optical rotation, 51 Phenols, bromination of, 264 N-Phenyl-a-naphthylamine (335) Orcinol [58, 107], 325, 326 derivatives of, 262 [62],292 D-Ornithine, 300 table of, 325 N-Phenyl-p-naphthylamine [108], 294 IrOmithine, 300 Phenoxthin [59], 308 Phenylnitromethane (226 d.), 322 dl-Omithine, 300 Phenoxyacetic acid 196J, 277 p-Phenylphenacyl bromide [125], 319 Osazones, formation of, 132 solubility, 90 p-Phenylphenacyl esters, 200 Oxalic acid [lOl], 277 Phenylacetaldehyde (194), 283 o-Phenylphenol [58],325 Oxalyl chloride (64), 274 a-Phenylacetamide [154], 286 p-Phenylphenol [165], 326 Oxamide [419 d.], 287 a-Phenylacetanilide [117], 285 Phenyl phthalate [70], 305 solubility, 90 Phenyl acetate (196),303 N-Phenylphthalimide [205], 286 Oxanilide [257], 287 Phenylacetic acid [76), 277 Phenylpropiolic acid [136], 278 Oxidation, dichromate, 250 Phenylacetonitrile (234), 321 Phenyl propionate (211) [20],303,304 permanganate, 250 Phenylacetyl chloride (210), 274 a-Phenylpropionic acid (265), 276 Oximes,254 Phenylacetylene (140), 321 p-Phenylpropionic acid (280) [48], D-Phenylalanine [320 d.J, 300 276, 277 Palmitamide [106J, 285 IrPhenylalanine [320 d.J, 300 'Y-Phenylpropyl alcohol (235), 281 Palmitic acid [621, 277 dl-Phenylalanine [273 d.], 300 Phenyl n-propyl ketone (230), 317 Palmityl chloride [12J, 275 Phenyl benzoate (299) [68], 305 2-Phenylpyridine (269), 297 Paraffins, derivatives of, 251 Phenyl n-butyrate (227), 303 N-Phenylpyrrole (234) [61], 298 table of, 314 'Y-Phenylbutyric acid [52], 277 Phenylsalicylate [42], 304 Paraldehyde (124), 283 Phenyl carbonate (306) [78], 305 N-Phenylsuccinimide [156], 286 solubility, 90 Phenyl crnnamate [72], 305 Phenylthioureas, 227 Partition coefficients, 205 m-Phenylenediamine (283) [63], 292 Phenyl p-tolyl ketone (326) [54], 318 Pelargonic acid (253), 276 solubility, 90 Phenylurea [147J, 286 Pentachloroethane (16l), 312 r o-Phenylenediamine (256) [102], 293 Phenylurethans, 211, 265 Pentaerythritol [2531, 282 solubility, 90 Phloroacetophenone [219], 319 Pentamethylbenzene [5l I, 312 p-Phenylenediamine (267) [140], 294 Phloroglucinol [218], 326 Pentamethylene bromide (221), 312 solubility, 90 solubility, 91 Pentane (36), 314 2-Pheny1-1-ethanesulfonamide [122], Phorone (198) [28], 317, 318 2-Pentene (36), 315 327 Phthalaldehyde [56], 284 2-Pentyl bromide (118), 309 2-Phenyl-1-ethaneBulfonyI chloride Phthalaldehydic acid [97], 277 3-Pentyl bromide (119), 309 [33],329 Phthalamide [219 d.], 286 1-Pentyne (40), 315 Phenyl ether (252) [28J, 307, 308 Phthalic acid [206 d.], 279 Percolator boiling-point apparatus, 31 p-Phenylethyl alcohol (219), 281 solubility, 91 Periodic acid, 129 a-Phenylethylamine (185), 289 Phthalic anhydride [131], 275 Phenacetin [135J, 286 p-Phenylethylamine (198),289 solubility, 91 Phenacyl bromide [501, 318 a-Phenylethyl bromide (205), 309 Phthalide (290) [73], 305 Phenacyl chloride (244) [59], 318 422 IKDEX IND

Phthalimide [233J, 286 Propenyl benzene (177), 315 Protocatechuic acid [194 d.], 279 solubility, 91 Propiolic acid (144 d.), 276 Pseudocumene (168), 313 Phthalonic acid [1461, 278 Propionaldehyde (50), 283 Pseudocumenol [71], 326 Phthalyl chloride (276) [141, 274 Propionamide [79], 285 Pseudocumidine (235) [68], 292 a-Picoline (129), 296 solubility, 91 Pseudosaccharin chloride, 208 Picramic acid [1681, 295 Propionanilide [103], 285 Pulegone (224),317 Picramide [190], 295 Propionic acid (140), 276 Pycnometer, 40 Picrates, 229, 241, 245 Propionic anhydride (168), 274 Pyridine (116), 296 Picric acid [122J, 326 Propionitrile (97), 321 solubility, 91 solubility, 91 solubility, 91 Pyrogallol [1331, 326 Picryl chloride [831, 323 Propionyl chloride (80), 27-1 Pyrogallol triacetate [161], 305 Pimelic acid [1051, 277 solubility, 91 pyromucic acid [133], 278 solubility, 91 Propiophenone (218), 317 Pyrrole, solubility, 91 Pinacol (172) [351,280,282 N-n-Propylacetanilide [5OJ, 285 pyrrolidine (89), 288 solubility, 91 n-Propyl acetate (101), 302 Pyruvic acid (165 d.), 276 Pinacol hydrate [461, 282 solubility, 91 Pinacolone (106), 316 n-Propyl alcohol (97), 2SO Quaternary ammonium salts, 228 d-Pinene (156), 315 n-Propylamine (49), 288 Quinaldine (247),297 I-Pinene (156), 315 N-n-Propylaniline (222), 289 Quinhydrone [171),319 Piperazine (140) [104], 294 n-Propylbenzene (158), 313 Quinoline (239), 297 Piperic acid [2161,279 n-Propyl benzoate (230), 303 Piperidine (105), 288 ll-Propyl bromide (71), 309 Raffinose [SO d., 119 d.], 301 solubility, 91 n-Propyl n-butyrate (143), 302 Refractometer, 46 Piperine [129J, 286 n-Propyl n-caproate (186), 303 Replacement reactions, theory of, 137 Piperonal (263) [37J, 284 n-Propyl carbamate [60], 285 Resorcinol [1101, 326 Piperonyl alcohol [58], 282 n-Propyl carbonate (168), 302 solubility, 91 Piperonylic acid [229], 279 n-Propyl chloride (46), 309 Resorcinol diacetate [2781, 304 Pivalic acid (164) [35J, 276, 277 n-Propyl chloroformate (113), 302 Resorcinol dibenzoate [1171, 305 Polarimeter, 52 Propylene bromide (142), 312 Resorcinol diethyl ether (235), 307 Polarity, 69 Propylene chloride (98), 312 Resorcinol dimethyl ether (214), 307 Polyhalogen derivatives of non-ben­ Propylene glycol (188), 281 Resorcinol monomethyl ether (243), zenoid hydrocarbons, derivatives solubility, 91 325 of, 247 n-Propyl ether (90), 306 fl-Resorcylic acid [2131, 279 table of, 312 n-Propyl formate (81), 302 Retene [98), 313 Polyoxymethylene, solubility, 91 solubility, 91 L-Rhamnose [105 d.l, 301 Populin [180 d.l, 301 n-Propyl furoate (211), 303 D-Ribose [95 d.l, 301 Potassium permanganate solution, al­ n-Propyl iodide (102), 309 kaline, 133 n-Propyl levulinate (221), 303 Saccharin [2201, 286 Prehnitene (204), 313 n-Propyl mercaptan (67), 320 Safrole (232), 307 Problems, 353 n-Propyl nitrate (1l0), 305 Salicin [201 d.], 301 L-Proline [222 d.], 299 ll-Propyl nitrite (44), 305 Salicylaldehyde (196), 283 dl-Proline [203 d.l, 299 n-Propyl oxalate (213), 303 Salic§Jamide [1391, 286 I-Propanesulfonamide [521, 327 n-Propyl propionate (122), 302 Salicylic acid [157], 278 2-Propanesulfonamide [601, 327 n-Propyl salicylate (239), 303 Saponification equivalents, 235 1-Propanesulfonyl chloride (67/9 n-Propyl succinate (246), 304 Sarcosine [210 d.I, 299 mm.),329 n-Propyl n-valerate (167), 302 Schotten-Baumann reaction, 98 2-Propanesulfonyl chloride (61/9 Protocatechualdehyde [154), 284 Sebacic acid [133], 278 mm.),329 solubility, 91 solubility, 91 IKDEX INDEX 423

Propenyl benzene (177), 315 Protocatechuic acid [194 do], 279 Se~carbazide [961, 285, 293 Propiolic acid (144 d.), 276 Pseudocumene (168), 313 Senucarbazones, 218 Propionaldehyde (50), 283 Pseudocumenol [71], 326 formation of, 121 Propionamide [79], 285 Pseudocumidine (235) [681, 292 dl-Serine [228J, 299 solubility, 91 Pseudosaccharin chloride, 208 Silver nitrate solution, alcoholic, 136 Propionanilide [1031, 285 Pulegone (224), 317 Sitosterol [1371, 282 Propionic acid (140), 276 Pycnometer, 40 Sodium, 147 Propionic anhydride (168), 274 Pyridine (116),296 Sodium bisulfite solution, 149 Propionitrile (97), 321 solubility, 91 Sodium hydroxide solution 150 solubility, 91 Pyrogallol (133), 326 Sodium hypoiodite, 150 ' PropionyJ chloride (80), 274 Pyrogallol triacetate [161), 305 Sodium iodide, 158 solubility, 91 pyromucic acid [1331, 278 Solubilities, table of, 89 Propiophenone (218), 317 Pyrrole, solubility, 91 Solubility, 63 N-n-Propylacetanilide [50], 285 pyrrolidine (89), 288 classes, 63 n-Propyl acetate (101), 302 Pyruvic acid (165 do), 276 definition of, 63 solubility, 91 effect of branched chains on, 73 n-Propyl alcohol (97), 280 Quaternary ammonium salts, 228 generalizations, 69 n.Propylamine (49), 288 Quinaldine (247), 297 in concentrated sulfuric acid, 84 N-n-Propylaniline (222), 289 Quinhydrone [171], 319 in dilute hydrochloric acid, 80 n-Propylbenzene (158), 313 Quinoline (239), 297 in dilute sodium bicarbonat~ solu­ n-Propyl benzoate (230), 303 tion,81 7l-Propyl bromide (71), 309 Raffinose [SO do, 119 dol, 301 in dilute sodium hydroxide solu­ n-Propyl n-butyrate (143), 302 Refractomet~r, 46 tion,81 n-Propyl n-caproate (186), 303 Replacement reactions, theory of, 137 in ether, 79 n-Propyl carbamate [601, 285 Resorcinol [1101, 326 in inert solvents, 63 n-Propyl carbonate (168), 302 solubility, 91 in phosphoric acid, 83 n-Propyl chloride (46),309 Resorcinol diacetate [2781, 304 in water, 78 n-Propyl chloroformate (113), 302 Resorcinol dibenzoate [117], 305 laboratory exercises in, 65, 68 Propylene bromide (142), 312 Resorcinol diethyl ether (235), 307 relation of molecular weight to, Propylene chloride (98), 312 Resorcinol dimethyl ether (214), 307 72 n- Propylene glycol (188), 281 Resorcinol monomethyl ether (243), Solvation, 139 es solubility, 91 325 d-Sorbitol [98], 282 n-Propyl ether (90), 306 Il-Resorcylic acid [2131, 279 Specific gravity, 38 n-Propyl formate (81), 302 Retene [98], 313 Starch,301 solubility, 91 L-Rhamnose [105 do], 301 Stearanilide [97], 285 " n-Propyl furoate (211), 303 D-Ribose [95 d.), 301 Stearic acid [691, 277 n-Propyl iodide (102), 309 Stearyl chloride [22], 275 n-Propyllevulinate (221), 303 Saccharin [220], 286 Stilbene (300) [125], 315 n-Propyl mercaptan (67), 320 Safrole (232), 307 Structural problems, solution of, 353 n-Propyl nitrate (110), 305 Salicin [201 d.], 301 Styrene (146), 315 7l-Propyl nitrite (44), 305 Salicylaldehyde (196), 283 Suberic acid [140j, 278 n-Propyl oxalate (213), 303 Salicylamide [139J, 286 Succinamide [2501, 287 n-Propyl propionate (122), 302 Salicylic acid (157), 278 Succinanilide [2261, 286 n-Propyl salicylate (239), 303 Saponification equivalents, 235 Succinic acid [1881,279 n-Propyl succinate (246), 304 Sarcosine [210 d.l, 299 solubility, 91 n-Propyl n-valerate (167), 302 Schotten-Baumann reaction, 98 Succinic anhydride [12OJ, 274 Protocatechualdehyde [1541, 284 Sebacic acid [133], 278 Succinimide [125], 285 solubility, 91 solubility, 91 solubility, 91

.\ 424 INDEX INIJ Succinonitrile (267 d.) [54], 321 a 3-Tetrahydrotoluene (103), 315 p-Toluides, 200, 244 solubility, 91 TetraiodophthaHc anhydride [318], l m-Toluidine (203),289 Succinyl chloride (190 d.) [16], 274, 275 o-Toluidine (199), 289 275 Tetralin (206), 313 p-Toluidine (200) [45], 291 Sucrose [185 d.], 301 s-Tetramethyldibromoethane [169], m-Tolunitrile (212), 321 Sulfanilic acid, solubility, 91 312 o-Tolunitrile (205), 321 Sulfinic acids, 265 s-Tetramethyldichloroethane [160]. p-Tolunitrile (217) [38], 321 salts of, 265 312 Sulfonamides, derivatives of, 266 Tetramethylethylene (72), 315 p-Toluquinone [68], 318 o-(p-Toluyl)-benzoic acid [130],278 preparation of, 227, 241, 247, 270 Tetranitromethane (126) [13]. 322 m-Tolylcarbinol (217),281 table of, 327 s-Tetraphenylethane (211], 313 o-Tolylcarbinol [36], 282 Sulfonic acids, derivatives of, 268 Theobromine [337 subI.l, 287 p-Tolylcarbinol [60], 282 p-toluidine salts of, 270 Theophylline [264], 287 p-Tolylhydrazine [65], 292 Sulfonyl chlorides, derivatives of, 271 Thienyl mercaptan (166), 320 p-Tolyl mercaptan (195) [43], 320 preparation of, 241, 246, 270 Thioacetic acid (93), 276 N-p-Tolyl-a-naphthylamine [79J, 293 table of, 329 Thiobenzoic acid (24], 277 N-p-Tolyl-l3-naphthylamine [103], Sulfuric acid, fuming, 160 p-Thiocresol (195) (43], 320 293 Sylvestrene (176), 315 Thiophenol (169), 320 m-Tolylurea [1421, 286 ThiosaHcyHc acid [163], 278 o-Tolylurea [192], 286 d-Tartaric acid [169], 279 Thiourea [182], 286 p-Tolylurea [181], 286 L-Tartaric acid [169], 279 n-Threonine [253 d.], 299 Triacetin, solubility, 91 dl-Tartaric acid [204], 279 L-Threonine [253 d.], 299 Triallylarnine (155), 296 meso-Tartaric acid [140], 278 dL-Threonine [235 d.], 299 Tri-n-amylarnine (257), 297 Terephthalaldehyde (245) [116], 284 13-Thujone (202), 317 Tribenzylamine (380) [9n 298 Terephthalic acid [300 subI.], 279 Thymol [50], 325 2,4,6-Tribromoaniline (300) [119],294 Terphenyl [213], 313 Thymoquinone (232) [45], 318,. solubility, 91 a-Terpineol [35], 282 Thymyl acetate (244), 304 2,4,6-Tribromoanisole [87], 308 Terpinol [102], 282 Thymyl benzoate [33], 304 1,2,3-Tribromobenzene [87], 311 Terpinol hydrate [117], 281 TigHc acid (198) [64], 276, 277 1,2,4-Tribromobenzene [44], 311 1,2,4,5-Tetrabromobenzene [180], 311 o-ToHdine [129], 294 1,3,5-Tribromobenzene [120], 311 Tetrabromo-o-cresol [210], 326 Tollens' reagent, 162 2,4,6-Tribromobenzenesulfonamide s-Tetrabromoethane (200 d.), 312 m-T..olualdehyde (199), 283 [220 d.], 328 Tetrabromophthalic anhydride [275], o-Tolualdehyde (200), 283 2,4,6-Tribromobenzenesulfonyl 275 p-Tolualdehyde (204), 283 chloride [60], 330 1,2,4,5-Tetrachlorobenzene [138], 311 o-Toluamide [140], 286 Tribromonitromethane [10], 322 s-Tetrachloroethane (147), 312 p-Toluamide [160], 286 2,4,6-Tribromophenetole [72], 308 Tetrachloroethylene (121), 312 Toluene (111),313 2,4,6-Tribromophenol [95],326 Tetrachlorophthalic acid [250 d.], 279 m-Toluenesulfonamide [l08]. 327 solubility, 91 Tetrahydrofurfuryl acetate (194),303 o-Toluenesulfonarnide [153], 327 1,2,3-Tribromopropane (219), 312 p-Toluenesulfonamide [137], 327 Tetrahydrofurfuryl alcohol (178), 281 Tri-n-butylarnine (211), 296 p-Toluenesulfonarnides, 227 ar-Tetrahydro-a-naphthylamine Tricarballylic acid [166], 279 m-Toluenesulfonyl chloride [12], 329 (275),290 a,a,a-Trichloroacetamide [140],286 o-Toluenesulfonyl chloride [10], 329 ar-Tetrahydro-l3-naphthylamine Trichloroacetic acid [57], 277 p-Toluenesulfonyl chloride [69], 330 (275) [38], 290, 291 Trichloroacetyl chloride (115), 274 Tetrahydroquinoline (250) [20], 290, Toluhydroquinone [124], 326 2,4,6-Trichloroaniline (262) [77],292 291 m-Toluic acid [110], 277 solubility, 91 a1-Tetrahydrotoluene (111), 315 o-Toluic acid [102], 277 2 2,4,6-Trichloroanisole [60], 308 a -Tetrahydrotoluene (105), 315 p-Toluic acid [177], 279 1,2,3-Trichlorobenzene [52J, 311 DEX INDEX 425 a3.Tetrahydrotoluene (103), 315 1,2,4-Trichlorobenzene (213), 310 Tetraiodophthalic anhydride [318], p-Toluides, 200, 244 1,3,5-Trichlorobenzene [63], 311 275 m-Toluidine (203), 289 2,3,4-Trichlorobenzenesulfonamide Tetralin (206), 313 0-Toluidine (199), 289 [226 d.], 328 s-Tetramethyldibromoethane [169], p-Toluidine (200) [45],291 2,4,5-Trichlorobenzenesulfonamide 312 m-Tolunitrile (212), 321 [>200],328 s-Tetramethyldichloroethane [160], o-Tolunitrile (205), 321 2,4,6-Trichlorobenzenesulfonamide 312 p-Tolunitrile (217) [38], 321 [212 d.], 328 Tetramethylethylene (72), 315 p-Toluquinone [68], 318 2,3,4-Trichlorobenzenesulfonyl Tetranitromethane (126) [13], 322 o-(p-Toluyl)-benzoic acid [130], 278 chloride [65J, 330 s-Tetraphenylethane [211], 313 m-Tolylcarbinol (217), 281 2,4,5-Trichlorobenzenesulfonyl Theobromine [337 sub!.], 287 o-Tolylcarbinol [36], 282 chloride [34], 329 Theophylline [264], 287 p-Tolylcarbinol [60], 282 2,4,6-Trichlorobenzenesulfonyl Thienyl mercaptan (166), 320 p-Tolylhydrazine [65], 292 p-Tolyl mercaptan (195) [43], 320 chloride [40], 329 Thioacetic acid (93), 276 N-p-Tolyl-a-naphthylamine \79], 293 ],1, I-Trichloroethane (74), 312 Thiobenzoic acid [24], 277 N-p-Tolyl-{j-naphthylamine [103], 1,1,2-Trichloroethane (114), 312 p-Thiocresol (195) [43], 320 293 Trichloroethyl alcohol [19], 282 Thiophenol (169), 320 m-Tolylurea [142], 286 Trichloroethylene (90), 312 Thiosalicylic acid [163], 278 o-Tolylurea [192], 286 Trichlorolactic acid [124], 278 Thiourea [182], 286 p-Tolylurea [181], 286 2,4,6-Trichlorophenetole [43], 308 D-Threonine [253 do], 299 Triacetin, solubility, 91 2,4,6-Trichlorophenol [67J, 326 L-Threonine [253 do], 299 Triallylamine (155), 296 solubility, 91 dl-Threonine [235 dol, 299 Tri-n-amylamine (257), 297 1,2,3-Trichloropropane (155), 312 Il-Thujone (202), 317 Tribenzylamine (380) [911, 298 Triethylamine (89), 296 Thymol [50], 325 2,4,6-Tribromoaniline (300) [119], 294 1,3,5-Triethylbenzene (218), 313 Thymoquinone (232) [45], 318,. solubility, 91 Triethylcarbinol (142), 280 Thymyl acetate (244), 304 2,4,6-Tribromoanisole [87], 308 3,4,5-Triiodobenzoates, 208 Thymyl benzoate [33J, 304 1,2,3-Tribromobenzene [871, 311 Triisoamylamine (245), 297 Tiglic acid (198) [64], 276, '1:17 1,2,4-Tribromobenzene [44), 311 Trimesic acid [3501, 279 1 o-Tolidine [129], 294 1,3,5-Tribromobenzene [120], 311 Trimethylamine (3), 296 Tollens'reagent, 162 2,4,6-Tribromobenzenesulfonamide 2,4,5-Trimethylbenzenesulfonamide m-T.olualdehyde (199), 283 [220 do], 328 [181], 327 ], o-Tolualdehyde (200), 283 2,4,6-Tribromobenzenesulfonyl 2,4,6-Trimethylbenzenesulfonamide ~Tolualdehyde (204), 283 chloride [60], 330 [142],327 1 o-Toluamide [140], 286 Tribromonitromethane [10], 322 2,4,5-Trimethylbenzenesulfonyl p-Toluamide [1601, 286 2,4,6-Tribromophenetole [72], 308 chloride [61], 330 Toluene (111), 313 2,4,6-Tribromophenol [95],326 2,4,6-Trimethylbenzenesulfonyl 9 m-Toluenesulfonamide [108], 327 solubility, 91 chloride [56], 330 o-Toluenesulfonamide [153], 327 1,2,3-Tribromopropane (219), 312 2,4,6-Trimet.hylbenzoic acid [155],278 1 p-Toluenesulfonamide [137], 327 Tri-n-butylamine (211), 296 Trimethylene bromide (165), 312 p-Toluenesulfonamides, 227 Tricarballylic acid [166], 279 Trimethylene bromohydrin (176 d.), m-Toluenesulfonyl chloride [12], 329 a,a,a-Trichloroacetamide [140], 286 281 o-Toluenesulfonyl chloride (10), 329 Trichloroacetic acid [57], 277 Trimethylene chloride (125), 312 p-Toluenesulfonyl chloride [69), 330 Trichloroacetyl chloride (115), 274 Trimethylene chlorobromide (143), Toluhydroquinone [124], 326 2,4,6-Trichloroaniline (262) [77], 292 312 m-Toluic acid [110), 277 solubility, 91 Trimethylene chlorohydrin (161 do), o-Toluic acid [102), 277 2,4,6-TrichloroanisoJe [60], 308 280 p-Toluic acid [177], 279 1,2,3-Trichlorobenzene [52], 311 Trimethylene cyanide, solubility, 91 426 I~DEX

Trimethylene glycol (216), 2S1 Urea [132], 287 solubility, 91 solubility, 91 Trimethylene glycol diacetate (210), Urethans, 211 303 Uric acid [d.], 287 Trimethylethylene (38), 315 2,2,4-Trimethylpentane (99), 314 n-Valeraldehyde (103), 283 2,4,6-Trimethylphenol [69],326 solubility, 91 2,4,6-Trinitroaniline [190], 295 n-Valeric acid (186), 276 2,4,6-Trinitroanisole [68). 323 solubility, 91 1.3,5-Trinitrobenzene [122), 324 n-Valeric anhydride (215), 274 2,4,6-Trinitrobenzoic acid [220 d.). 'Y-Valerolactone (207), 303 279 n-Valeronitrile (141), 321 Trinitromethane [15]. 322 n-Valeryl chloride (127), 274 2,4,6-Trinitrophenetole [78), 323 D-Valine [315 d.), 300 2,4,6-Trinitrotoluene [82), 323 L-Valine [315 d.), 300 Triphenylamine [127J, 298 dl-Valine [298 d.), 300 Triphenylcarbinol [1621, 281 Vanillic acid [2(7), 279 1,1.2-Triphenylethylene [73), 315 Vanillidineacetone [130], 319 a-Triphenylguanidine [145], 286 Vanillin (285 d.) [SO), 284 solubility, 91 solubility, 91 Triphenylmethane [921, 313 Veratric acid [181). 279 Tri-n-propylamine (153). 296 Veratric aldehyde (285) [581. 283 solubility, 91 Veratrole (206) [21], 307, 308 The Systematic Identification of Org! Trityl ethers, 208 Vinyl acetate (72), 302 dl-Tropic acid [117], 278 Vinyl bromide (16), 308 L-Tryptophane [289 d.), 300 Vinyl iodide (56), 308 1lB;fIl32~2}j25SJfl ff L-Tyrosine [344 d.], 300 Volatility with steam, 203 1lB:fl1 36 ~ 6}j 20 S ~5JilU~ff dl-Tyrosine [318 d.l, 300 Xanthine [360]. 287 Ultraviolet spectroscopy, 179 Xanthone (350) [1731, 319 amines, 192 N-Xanthylsulfonamides, 267 carbonyl compounds, 192 m-Xylene (139), 313 lUll monofunctional compounds, 191 solubility, 91 r--:-~·--~ -~ unconjugated olefins, 191 o-Xylene (142),313 i t i • I n-Undecane (194), 314 solubility. 91 i!' I Undecanoic acid (275 d.) [29], 276, p-Xylene (137), 313 277 solubility. 91 IL...-_. . MARUZEN. \ Undecylenic acid (295) [24], 276, 277 D-Xylose [145 d.l. 301 J Unsaturated hydrocarbons, '-""'-~'~ derivatives of, 252 Zeisel's alkoxyl method, 116 table of, 315 Zinc and ammonium chloride, 163

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