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Home , Dimetilan, Fenitrothion, Paraoxon, Phosphamidon, Schradan, Sesamex

Appendix Common, trade, and chemical names of mentioned in the present volume

Commonname Tradename Chemical name Octalene 1,2,3,4,10,1 O-hexachloro-1 ,4,4a,S,8,8a• hexahydro-1,4-endo-exo-S,8-dimethano• naphthalene amidithion Thiocron O,O-dimethyl S-(2-methoxyethyl• carbamoylmethyl) phosphorodithioate azinphos methyl Guthion, Gusathion O,O-dimcthyl S-( 4-oxo-l ,2,3-benzotri• azin-3-( 4H)-ylmethyl) phosphorodithioate captan Orthocid N -(trichloromethylthio) cyclohex-4-ene- 1,2-dicarboximide Sevin 1-naphthyl-mcthylcarbamate Trithion O,O-diethyl S-[(p-chlorophenylthio)• methyl] phosphorodithioate Birlane (Shell), 2-chloro-1-(2,4-dichlorophenyl) vinyl Sapecron (e/BA) diethyl phosphate chlorphenamidine Galecron N'-( 4-chloro-o-tolyl)-N,N-dimethyl• formamidine chlorthion Chlorthion O,O-dimethyIO-(3-chloro-4-nitro• phenyl)-phosphorothioate Asuntol, Co-Ral O,O-diethyl O-(3-chloro-4-methyl- 2-oxo-2H-1-benzopyran-7-yl) phosphorothioate DDT Gesarol 1,1,1-trichloro-2,2-bis(p-chlorophenyl) ethane Systox O,O-diethyl O-(and S)-2-(ethylthio)ethyl phosphorothioates DEF S,S,S-tributyltrithiophosphate demeton methyl Metasystox O,O-dimethyl O-(and S)-2-(ethylthio)• ethyl phosphorothioates Diazinon, Basudin O,O-diethyIO-(2-isopropyl-4-methyl- 6-pyrimidyl) phosphorothioate Vapona (Shell), O,O-dimethyl-2,2-dichlorovinyl Nuvan (e/BA) phosphate Bidrin (Shell), O,O-dimethyl O-(2-dimethyl-carbamyl-1- Carbicron (e/BA) methyl) vinyl phosphate Octalox 1,2,3,4,10,1 O-hexachloro-6,7 -epoxy- 1,4,4a,S,6,7,8a-octahydro-1,4-endo• exo-S,8-dimethanonaphthalene Pestox IV, Hanane N,N,N',N'-tetramethyldiamino• phosphoryl fluoride

193 194 Appendix

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Commonname Trade name Chemical name Rogor, Roxion, O,O-dimethyl S-(N-methylcarbamoyl• Perfekthion, eygon methyl) phosphorodithioate Dimetilan 1-( dimethylcarbamoyl)-S-methyl- 3-pyrazolyl dimethylcarbamate dioxacarb 2-(1,3-dioxolan-2-yl) phenyl N -methylcarbamate Delnav, Navadel S,S' -p-dioxane-2,3-diyl O,O-diethyl phosphorodithioate Di-Syston O,O-diethyl S-2-[(ethylthio) ethyl] phosphorodithioate dithianon Delan dicyano-dithiaanthrachinone Thiodan 6,7,8,9,10,1 0-hexachloro-1 ,5,Sa-6, 9, 9a• hexahydro-6,9-methano-2,4,3-benzodioxa• thiepin-3-oxide Endrin 1,2,3,4,10,10-hexachloro-6,7-epoxy-l,4,4a, 5,6,7,8,8a-octahydro-l,4-endo-endo-5,8- dimethanonaphthalene EPN O-ethyl 0-(4-nitrophenyl) phenyl• phosphonothioate NIA 1240, Nialate 0,0,0',0'-tetraethyl S,S' -methylene• bisphosphorodithioate Folithion, Sumithion O,O-dimethyl 0-(3-methyl-4-nitro• phenyl) phosphorothioate folpet Phaltozid, Phaltan N -trichloromethyl-thiophthalimide Anthio O,O-dimethyl S-(N-methyl-N• formoylcarbamoylmethyl)-phosphoro• dithioate isolan Isolan isopropyl-methylpyrazolyl-dimethyl gamma-BHC gamma-isomer of 1,2,3,4,5,6-hexachloro• cyclohexane Malathion, Cythion O,O-dimethyl S-(1,2-dicarbethoxyethyl) dithiophosphate mecarbam Murphotox O,O-diethyl S-(N-ethoxycarbonyl-N• methylcarbamoyl-methyl)-phosphorodi• thioate menazon Saphos, Saphizon O,O-dimethyl S- [( 4,6-diamino-s-triazin- 2-yl)methyl] phosphorodithioate Ultraeide, Supraeide 0,0-dimethyl-S-(5-methoxy-1,3,4- thiadiazol-2-(3H)-on-3-yl-methyl)• phosphorodithioate Lannate methyl N - [(methylcarbamoyl)oxy] thioacetimidate methyl O,O-dimethyl O-p-nitrophenyl phosphate methyl Nitrox, E-601 O,O-dimethyIO-p-nitrophenYl• phosphorothioate Common, trade, and chemical names 195

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Commonname Tradename Chemical name Phosdrin O,O-dimethyl 1-carbomethoxy-1-propen- 2-yl phosphate mobam 4-benzothienyl-N -methyl-carbamate Azodrin (Shell), O,O-dimethyl O-(2-methyl-carbamyl-1- Nuvacron (e/BA) methyl) vinyl phosphate morphothion Ekatin F, Ekatin M O,O-dimcthyl S-morpholincarbamoyl- methyl phosphorodithioate Dibrom O,O-dimethyIO-(1,2-dibromo-2,2- dichloroethyl) phosphate oxydemeton methyl Metasystox R O,O-dimethyl S-2-(ethylsulfinyl) ethyl phosphorothioate paraoxon O,O-diethyl O-p-nitrophenyl phosphate parathion Thiophos, Niran, O,O-diethyl O-p-nitrophenyl E-605 phosphorothioate phencapton Phencapton O,O-diethyl S-dichlorophenyl- mercaptomethyl phosphorodithioate Thimet O,O-diethyl S-[(ethylthio) methyl] phosphorodithioate Zolone O,O-diethyl S-[(6-chloro-2-oxobenz- oxalin-3-yl)-methyl] phosphorodithioate Dimecron O,O-dimethyIO-(1-methyl-2-dtloro-2- diethylcarbamyl) vinyl phosphate Butacide butylcarbitol-6-propylpiperonyl ether piperonyl cyclonene 3-isoamyl-5-(methylene dioxyphenyl)-2- cyclohexenone propyl-isome dipropyl-5,6,7 ,8-tetrahydro-7- methylnaphtho-(2,3-d)-1,3-dioxole- 5,6-dicarboxylate ronnel Nankor, Ronnel, O,O-dimcthyl-O-2,4,5-tridtlorophenyl Trolene phosphorothioate ryania Ryania alkaloid mixture sdtradan (OMP A) Pestox III bis-N ,N,N',N' -tetramethyl-diamino- phosphoric acid anhydride Sesoxane 2-(2-ethoxyethoxy) ethyl-3,4-(methylene dioxy) phenyl acetal of acetaldehyde sulfoxide Sulfox-Cide n-octyl-sulfoxide of isosafrole thiometon Ekatin O,O-dimethyl S-2-(ethylthio) ethyl phosphorodithioate thiram Thiuram, Arasan tetramethyl thiuramdisulfide tridtlorfon Dipterex, Neguvon, dimethyl (2,2,2-tridtloro-1-hydroxy- Tugon ethyl) phosphonate vamidothion Kilval, Vation O,O-dimethyl S-[2-(1-methyl-carbamoyl- ethylthio)-ethyl] phosphorodithioate zineb Dithane zinc-ethylene-bis-dithiocarbamate Subject Index

Acceptable daily intake, phosphamidon Brussels sprouts, phosphamidon in 67,83 123, 125, 141 Acetoin 4, 9 BSCH 112, 118 Activation, definition 39 Air, phosphamidon in 148 ff. C-19795 168-170 Aldrin 186 Cabbages, ChE activity 116,117 Alfalfa, ChE background 128 - a-chlorophosphamidon in 148 - phosphamidon in 46, 140 - phosphamidon in 185 Amidithion 157, 163 Cancer 67 Antagonism, phosphamidon 165 ff. Cantaloupes, phosphamidon 111 137 Antidotes, phosphamidon 77 Captan 183,186, 187 Apples, ChE activity 116, 117 Ca rb aryl 74, 75, 157, 168, 179, 182, 186, - a-chlorophosphamidon in 148 187 - desethylphosphamidon in 147 Carbicron 57 - phosphamidon in 108, 109, 123, 125, Carbophenothion 75 135,137,147,150,156, 183-187 Carrots, ChE activity 116, 117 77 - phosphamidon in 110, 120, 142, 150, Automated ChE inhibition method 181 104,109, 117ff., 128, 134 Cauliflower, phosphamidon in 120, 142 - total P method 110, 128 Celeriac, phosphamidon in 142 A voidance reaction, phosphamidon 159 Celery, a-chlorophosphamidon in 148 Azinphos methyl 75, 186, 187 - desethylphosphamidon in 147 - methyl, glc 16 - phosphamidon in 120 Azodrin 57 Cereals, see specific kinds Chard, phosphamidon in 134, 142 Bait sprays, phosphamidon 188 Cherries, phosphamidon in 137, 182 Barley and straw, phosphamidon in 144 Chickadees 79, 83 Bean plants 6,90,91,94, 95, 97, 98, 134, Chlorfenvinphos 102, 177 136 Chloroacetoacetamides 2,3,17-19,75, - pods, desethylphosphamidon in 147 102ff. Beans and leaves, phosphamidon in - residue methods 102 ff., 106, 110, 111 41 ff., 135, 141 Chloroacetoacetic acid, decarboxylation 5 - a-chlorophosphamidon in 148 acid diethylamide 4, 8, 9, 42, 44, Bees and phosphamidon 162, 185, 186 48-53, 56, 63, 82 Beerles and phosphamidon 176 acid ethylamide 4,8,9,42,44,48-51, Beneficial insects and predators 160 ff., 63, 148, 150 185 ff. a-Chlorophosphamidon 3,5,16,18,19, Bidrin 57 22, 23, 27, 64, 133 ff. Bioassay, phosphamidon 91, 102, 104, 108 and ChE inhibition 76, 77 Biozonosis 186 breakdown 76 Birds (see also specific kinds) 61, 78 ff., 83 ChE activity 114, 115, 136, 148 Blueberries, phosphamidon in 137 - degradation rate 133, 135 ff. Bobwhites 83 in crops 148, 150 Broccoli, phosphamidon in 141 persistence curves 136 Bromophos 102, 103 properties 5

197 198 Subject Index

DTNB 112, 118, 128 Isoboles, phosphamidon, dicrotophos, and Ducks 78-80, 83 dioxacarb 167-169 Dusts, phosphamidon 188 Isolan 186 - storage stability 188 Kaie 110 Eggplants 188 Killifish 81 Endosulfan 177 Endrin 81, 186 Lannate 177 Environmental contamination 61, 78 ff. Leachability, phosphamidon 149, 187 EPN 75 Leaf-dip method 157 Ethion 75, 103 Leaf-spray method 158 - glc 16 Lemons, phosphamidon in 138 Ethyl chloroacetoacetamide, residuc methods Lepidoptera and phosphamidon 178 102 ff. Lettuce, phosphamidon in 110 Ethylphosphamidon 167 Limits of detection, phosphamidon methods Extraction, phosphamidon 102-104, 104, 105, 108-111, 115, 116, 125-128 108-113, 120-122, 126, 127 Lindane 83, 177, 178, 186 Eye irritation, phosphamidon 73 Low-volume applications, phosphamidon (see also ULV applications) 34, 188 Famfos, see Phosphamidon Fenchlorphos 75 Maize and plants 94, 180 Fenitrothion 32, 103, 105, 110, 179, 186 Malathion 75, 83, 102, 103, 156, 157, 186 103 - glc 16 Field pests, effects of phosphamidon on Mecarban, glc 16 175 ff. Menazon, glc 16 Fish (see also specific kinds) 61, 80 ff. Methidathion 177 Folpet 183, 184, 186, 187 Methods of application, phosphamidon Formamidine 164 158 ff., 187 ff. Formothion, glc 16 Methyl demeton 103, 155 Fungicidal properties, phosphamidon 183 Methyldicrotophos 167 Methyl paraoxon 165 Gas chromatography, phosphamidon 3, 16, Methyl parathion 75, 103, 155, 161, 165 18,20 ff., 53,102-105,107,111,117, Mevinphos 6, 48, 75, 81, 103, 155, 162, 120 ff., 128, 146 166 chromatography, specificity for - glc 16 phosphamidon 125 ff. Milk, phosphamidon in 50, 52, 55, 57 Goldfish 81 Millet, phosphamidon in 183 Granules, phosphamidon 187, 188 Minnows 80 Grapefruit, phosphamidon in 138, 150 Mixtures with other chemieals, Grapes, phosphamidon in 138, 183 phosphamidon 29 ff., 34, 165 ff. Grass 78 Mobam 179 Group resistance 163 Monochloroacetic acid diethylamide, see Grouse 79, 80 Chloroacetoacetamides Monocrotophos 6, 57, 103, 109, 111, 117, Half-lives, phosphamidon and related 118,125,126,160,163,164,167,177, compounds 133 ff., 148-150 178, 183, 184, 186 Hazard index 186 - leaf penetration 98 Hops, ChE background 128 - stability 29 Hydroxyacetoacetic acid diethylamide 52 Morphothion, glc 16 Hydroxyethyl phosphamidon 57 Multiple residue methods and phosphamidon Hymenoptera and phosphamidon 182 126 ff.

Infrared method, phosphamidon 18, 20, Naled 75 21, 102, 105, 111, 126 , phosphamidon 73,74 Inhalati,on toxicity, phosphamidon 67, 70, Nitrobenzylpyridine method, phosphamidon 71, 81 102, 105-107, 110, 127 200 Subject Index

No-effect level, phosphamidon 67 Phosphamidon and Hymenoptcra 182 Nuvacron 57 - and off-flavors 187 - and Lepidoptera 178 Off-flavor 187 - and potentiation 83 Olives and oil, phosphamidon in 145, 147, - and reproduction 75, 76 181 - and sucking pests 176 OMPA, see - and teratogenicity 82 Onions, phosphamidon in 187 - antidotes 77 Oral toxicity, phosphamidon 70 argentometric method 18, 19, 23 Oranges, ehE activity 116, 117 automated ehE assay 104, 109, 117 ff., - desethylphosphamidon in 147 128, 134 - phosphamidon in 123, 125, 139 avoidance re action 159 Organophosphorous compounds, glc - bait sprays 188 retention times 16, 126 bioassay 91, 102, 104, 108 Oxidative N-dealkylation 40 ff., 48, 56, 57 - ehE inhibition method 18, 23, 24, Oxydemeton-methyl 103, 157 112 ff. - glc 16 - chemical and physical properties 1 ff. - toxicity 81,82 - chemical names 2 - chronic toxicity 71 ff. PAM 77 - cis-trans isomers 1, 2, 5 ff., 15, 20, 62, Paper chromatography, phosphamidon 97, 123 6 ff., 17, 19,23,41-43, 49 ff., 103-110, - cleanup 102-104, 109, 111-113, 120, 134, 137, 140-146 122, 125-128 Paraoxon 163, 164, 166 - colorimetric method 18-20 Parathion 32, 75, 81, 83, 102, 103, 155, - column chromatography 104, 108-110, 157,162-164, 166, 167, 179, 183, 185 120-122, 125, 126 - glc 16 - compatibility characteristics 29 ff., 34, Partridges 78 165 ff. Peacock plasma, ehE activity 109, concentratc sprays (see also Low volumc 116-120,128 andULV) 34,188 Pears, phosphamidon in 139, 147 configuration 6 Peppers, phosphamidon in 143 - cooking to reduce residues 147 Persistence curvcs, chlorophosphamidon N-dealkylation 40 ff. 136 deamidation 40 ff. - curves, desethylphosphamidon 136 dechlorination 40 ff. - curves, phosphamidon 134 degradation 40, 133 ff. Pheasants 79, 83 degradation and day length 135 Phenkapton, glc 16 degradation and temperature 135 Phorate, glc 16 degradation pathways 55 Phosalone 177 dermal toxicity 70 Phosdrin, see Mevinphos O-desmethylation 43, 45 Phosphamidon 1 ff. - detection (see also analytical methods) IX- and ß-Phosphamidon (see also 17,101 ff., 127 Phosphamidon isomers) 2 - determination (see also analytical Phosphamidon, acceptable daily intake 67, methods) 17 ff., 101 ff. 83 diethylamine method 102, 104, 109, acute toxicity 67 ff. 138, 139, 143 anal ytical methods (see also specific drenches 188 methods) 4, 15 ff., 126 ff. dry formulations 34 and be es 185, 186 - dusts and stability 27, 34, 188 and beetles 176 - effects on field pests 175 ff. - and ehE inhibition 2, 39 ff., 50, 55, - effects on mites 186 68-78, 81, 82,90, 91, 94-97, - environmental contamination 61, 78 ff. 102-112,127, 128, 134-147, 149 - enzymatic method 18, 23, 24, 112 ff. and Diptera 181 extraction 102-104, 108-113, and fungieide synergism 183, 188 120-122, 126, 127 Subjeet Index 201

Phosphamidon eye irritation 73 Phosphamidon public health aspects fungi eid al properties 183 40, 61 ff. - glc 3,16, 18,20 ff., 53, 102-105, 107, radiolabeled 1, 3, 40 ff., 89 ff. 111, 117, 120 ff., 128, 146 rate of degradation 133 ff. - glc detcetors 111 reductive dechlorination 55-58 - glc speeifiei ty 125 ff. removal by washing 147 granules 27, 34, 187, 188 residue analytical methods 102 ff. - half-lives 133 ff., 148-150 residues in air, soil, water 148 ff. - hydrolysis 4 ff., 39 ff. residues in plants 133, 136 ff. - identifieation 17, 101 ff., 127 root uptake 89 ff. - in air 150 seed dressings 187 in erops, see specifie crops selective toxicity 154 ff., 160 ff. infrared method 18, 20, 21, 102, 105, skin irritation 73 111, 126 solubility characteristics 5, 27 ff. infrared speetrum 20, 21 solvents for 5, 30-33 - inhalation toxieity 67, 70, 71, 81 sprays 34, 35, 187 - in milk 50, 52, 55, 57 stability 4, 29-34, 188 - in sea water 148, 149 subacute toxicity 70 ff. - in soil 148, 149 synergism with fungieides 183, 188 iodometrie method 17, 18, 23, 34 syntheses 2 ff. iso boles 167-169 thermal stability 29 ff. isomers, differentiation 6, 15,20 ff., TLC 6,7,19,23,47,102-105, 123 ff., 128 108-117,120-122,125-128 isomers, glc 123 ff., 128 TLC detection systems 127, 128 - leachability 149, 187 total P method 23, 101, 102, 109, 134, - liquid formulations 33 ff., 187 137, 141-146 - low-volume applications (see also UL V) toxicity against pests 153 ff. 34, 188 toxicity to birds 61,78 ff. - mereaptometric method 18, 19 toxieity to fish 61, 80 ff. - in animals 39 ff. toxicity to wildlife 78 ff. - metabolism in plants 39 ff., 101 ff., translocation 89 ff. 133 ff. ULVapplication 180,188 metabolites, analytical methods (see va por tension 5 also specifie eompounds) 101 ff. volatility 5 methods, limits of deteetion 104, 105, wettable powders 27, 34 108-111, 115, 116, 125-128 Phosphamidon acid 45 - methods of application 34, 187 ff. Phosphamidon amide 45, 54 - neurotoxieity 73, 74 Phytotoxicity, phosphamidon 182 ff. nitrobenzylpyridine method 102, Pigeons 78 105-107, 110, 127 Piperonyl butoxide 165-167 no-effeet level 67, 82 NMR method 18,20 Piperonyl cyclonene 166 - oral toxieity 68-70 Plant factor 158 - packaging materials 32 - viruses 160 paper chromatography 6 ff., 17, 19, 23, Plants, phosphamidon in (see also specific 41-43, 49 ff., 103-110, 134, 137, crops) 136 ff. 140-146 Plums, phosphamidon in 178 partition coeffieients 5 Pomegranates, phosphamidon in 180 - penetration into leaves 96 ff. Potatoes, ChE background 128 - persistence curves 134 - phosphamidon in 116,117, 143, 150 - physical properties 5 Potato plants 134, 135 - physiological effeets on plants 183 ff. Potentiation, desethylphosphamidon 74, 75 - phytotoxicity 182 ff. - phosphamidon 61, 74, 75, 83 poisoning symptoms 67 Propylisome 166 - potentiation 61, 74, 75 Prunes, phosphamidon in 178 202 Subject Index

Quail 79 Temperature and phosphamidon degradation 135 Relative IOxicity, definitions 154 ff. TeralOgenicity and phosphamidon 82 Reproduction and phosphamidon 75, 76 Tetram 109 Residue reduction by cooking 147 Tetrazolium blue 4,6-8,17,41, 102,103, Residues, see specific compounds and 105, 106, 110 commodities Thimet 83 Residues in plants, phosphamidon and Thin-Iayer chromalOgraphy, phosphamidon related compounds 136 ff. 6,17,19,23,47,102-105,108-117, Resistance index 163 120-122, 125-128 Resistant races 154, 163 ff. ThiomelOn 103,166, 167 Rice, ChE activity 116, 117 Thiuram 187 - phosphamidon in 145, 176, 180, 188 Tobacco, ChE background 128 - plants 90, 94-98, 134, 156 - leaves, phosphamidon in 146 Ryania 186 TOCP 83 - toxicity 74 Salmon 83 TomalOes, phosphamidon in 119, 120, 144 Schradan 40, 75, 109 Total P method, phosphamidon 23, 101, - glc 16 102, 104-106, 109, 110, 128, 134, 137, Sea water, phosphamidon in 148, 149 141-146 Seed dressings, phosphamidon 187 83 Selective IOxicity, phosphamidon 154 ff., Toxicity against pests, phosphamidon 160 ff. 153 ff. Sesamex 165-167 Toxicity, phosphamidon 61 ff., 70, 71, 81 Skin irritation, phosphamidon 73 Trichlorfon 75, 103 Slide-dip method 153, 157, 163 - glc 16 Soil, phosphamidon in 148 ff. Trithion 102, 103 Sorghum, phosphamidon in 180, 182 Trophobiosis 186 Soybeans, phosphamidon in 147, 188 Trout 80 Sparrows 79, 83 Turnips 181 Spinach, phosphamidon in 110, 134, 144 Sprays, phosphamidon 33 ff., 187 ULV application, phosphamidon 180,188 Strawberries, ChE activity 116, 117 - phosphamidoh in 139 Vamidothion 103 83 - glc 16 Suckers 81 Sucking pests and phosphamidon 176 Walnuts, phosphamidon in 140 Sugar beets and foliage, phosphamidon in WarbIers 80 146, 150, 181, 182, 185 Washing 10 reduce residues 147 Sugarcane, phosphamidon in 146, 180 Water, phosphamidon in 148 ff. Sulfoxide 166 Watermelons, phosphamidon in 140 Sulfur 187 Wettable powders, phosphamidon 27, 34 Synergism, phosphamidon 165 ff. Wheat and stalks, phosphamidon in 145 - phosphamidonjfungicides 183, 188 - ChE activity 116, 117 - chlorophosphamidon in 148 Tainting, see Off-fla vor Wildlife and phosphamidon 78 ff. Tangerines, phosphamidon in 140 Tea leaves, phosphamidon in 146 Zineb 184, 186 Residue Reviews

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