IL48130A - Thio- and dithiophosphoric acid esters their production and their use as pesticides - Google Patents

Thio- and dithiophosphoric acid esters their production and their use as pesticides

Info

Publication number: IL48130A
Authority: IL; Israel
Prior art keywords: formula; radical; ethyl; compound; methyl
Prior art date: 1974-09-20

Application number

IL48130A

Other languages

English (en)

Other versions

IL48130A0 (en

Original Assignee

Ciba Geigy Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1974-09-20

Filing date

1975-09-18

Publication date

1977-12-30

1974-09-20 Priority claimed from CH1279474A external-priority patent/CH593012A5/de

1975-09-18 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1975-11-25 Publication of IL48130A0 publication Critical patent/IL48130A0/xx

1977-12-30 Publication of IL48130A publication Critical patent/IL48130A/en

Links

NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical class OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 title claims description 9
RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical compound OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 title claims description 8
238000004519 manufacturing process Methods 0.000 title claims description 6
239000000575 pesticide Substances 0.000 title description 2
150000001875 compounds Chemical class 0.000 claims description 30
238000000034 method Methods 0.000 claims description 17
239000000203 mixture Substances 0.000 claims description 14
-1 methoxycarbonylmethyl Chemical group 0.000 claims description 11
241000196324 Embryophyta Species 0.000 claims description 7
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
229910052760 oxygen Inorganic materials 0.000 claims description 6
239000001301 oxygen Substances 0.000 claims description 6
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 5
239000011230 binding agent Substances 0.000 claims description 5
229910052700 potassium Inorganic materials 0.000 claims description 5
239000011591 potassium Substances 0.000 claims description 5
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 4
241000607479 Yersinia pestis Species 0.000 claims description 4
239000002253 acid Substances 0.000 claims description 4
239000003085 diluting agent Substances 0.000 claims description 4
239000007788 liquid Substances 0.000 claims description 4
239000007787 solid Substances 0.000 claims description 4
241000238876 Acari Species 0.000 claims description 3
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
150000008282 halocarbons Chemical class 0.000 claims description 3
SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims description 2
HNUALPPJLMYHDK-UHFFFAOYSA-N C[CH]C Chemical compound C[CH]C HNUALPPJLMYHDK-UHFFFAOYSA-N 0.000 claims description 2
240000002024 Gossypium herbaceum Species 0.000 claims description 2
235000004341 Gossypium herbaceum Nutrition 0.000 claims description 2
ALDDGIVIDJHNDZ-UHFFFAOYSA-N [CH2]C(=O)OCC Chemical compound [CH2]C(=O)OCC ALDDGIVIDJHNDZ-UHFFFAOYSA-N 0.000 claims description 2
OCBFFGCSTGGPSQ-UHFFFAOYSA-N [CH2]CC Chemical compound [CH2]CC OCBFFGCSTGGPSQ-UHFFFAOYSA-N 0.000 claims description 2
235000013399 edible fruits Nutrition 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
150000003015 phosphoric acid halides Chemical class 0.000 claims description 2
HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 claims description 2
159000000000 sodium salts Chemical class 0.000 claims description 2
125000001424 substituent group Chemical group 0.000 claims description 2
239000004094 surface-active agent Substances 0.000 claims 2
239000004606 Fillers/Extenders Substances 0.000 claims 1
241000500891 Insecta Species 0.000 claims 1
WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims 1
230000000361 pesticidal effect Effects 0.000 claims 1
239000013543 active substance Substances 0.000 description 25
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 13
238000002360 preparation method Methods 0.000 description 8
239000008187 granular material Substances 0.000 description 7
239000007921 spray Substances 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
239000002904 solvent Substances 0.000 description 6
239000005995 Aluminium silicate Substances 0.000 description 5
241000238631 Hexapoda Species 0.000 description 5
235000012211 aluminium silicate Nutrition 0.000 description 5
239000000839 emulsion Substances 0.000 description 5
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 5
229920000151 polyglycol Polymers 0.000 description 5
239000010695 polyglycol Substances 0.000 description 5
239000000243 solution Substances 0.000 description 5
239000000126 substance Substances 0.000 description 5
230000000895 acaricidal effect Effects 0.000 description 4
239000000654 additive Substances 0.000 description 4
239000000969 carrier Substances 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
239000008096 xylene Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
241001124076 Aphididae Species 0.000 description 3
241001425390 Aphis fabae Species 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
241000256244 Heliothis virescens Species 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
241000256250 Spodoptera littoralis Species 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 3
235000019993 champagne Nutrition 0.000 description 3
239000012141 concentrate Substances 0.000 description 3
239000004495 emulsifiable concentrate Substances 0.000 description 3
230000000749 insecticidal effect Effects 0.000 description 3
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 3
235000012239 silicon dioxide Nutrition 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
239000004563 wettable powder Substances 0.000 description 3
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
239000002202 Polyethylene glycol Substances 0.000 description 2
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
241001454293 Tetranychus urticae Species 0.000 description 2
240000006677 Vicia faba Species 0.000 description 2
235000010749 Vicia faba Nutrition 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
125000003342 alkenyl group Chemical group 0.000 description 2
150000004657 carbamic acid derivatives Chemical class 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
239000000470 constituent Substances 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
239000000428 dust Substances 0.000 description 2
235000013601 eggs Nutrition 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
238000011156 evaluation Methods 0.000 description 2
238000009472 formulation Methods 0.000 description 2
235000019447 hydroxyethyl cellulose Nutrition 0.000 description 2
239000002917 insecticide Substances 0.000 description 2
229920005610 lignin Polymers 0.000 description 2
125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
239000002574 poison Substances 0.000 description 2
231100000614 poison Toxicity 0.000 description 2
229920001223 polyethylene glycol Polymers 0.000 description 2
239000000843 powder Substances 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000007858 starting material Substances 0.000 description 2
210000002784 stomach Anatomy 0.000 description 2
239000000454 talc Substances 0.000 description 2
235000012222 talc Nutrition 0.000 description 2
229910052623 talc Inorganic materials 0.000 description 2
235000015112 vegetable and seed oil Nutrition 0.000 description 2
239000008158 vegetable oil Substances 0.000 description 2
DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 1
QFBDCSDDHUBEGG-UHFFFAOYSA-N 1,2-dibutylnaphthalene;sodium Chemical compound [Na].C1=CC=CC2=C(CCCC)C(CCCC)=CC=C21 QFBDCSDDHUBEGG-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
241000238660 Blattidae Species 0.000 description 1
241000283690 Bos taurus Species 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
241000907223 Bruchinae Species 0.000 description 1
BMTAFVWTTFSTOG-UHFFFAOYSA-N Butylate Chemical compound CCSC(=O)N(CC(C)C)CC(C)C BMTAFVWTTFSTOG-UHFFFAOYSA-N 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
241000257161 Calliphoridae Species 0.000 description 1
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
241001124134 Chrysomelidae Species 0.000 description 1
241001414835 Cimicidae Species 0.000 description 1
241000255749 Coccinellidae Species 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
241001466044 Delphacidae Species 0.000 description 1
241001481702 Dermanyssidae Species 0.000 description 1
241000131287 Dermestidae Species 0.000 description 1
241001414830 Diaspididae Species 0.000 description 1
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
PNKUSGQVOMIXLU-UHFFFAOYSA-N Formamidine Chemical class NC=N PNKUSGQVOMIXLU-UHFFFAOYSA-N 0.000 description 1
241000219146 Gossypium Species 0.000 description 1
241000238816 Gryllidae Species 0.000 description 1
241001243087 Gryllotalpidae Species 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
241001300479 Macroptilium Species 0.000 description 1
241000257226 Muscidae Species 0.000 description 1
244000046052 Phaseolus vulgaris Species 0.000 description 1
235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
241001415279 Pseudococcidae Species 0.000 description 1
241000258921 Pulicidae Species 0.000 description 1
241000255893 Pyralidae Species 0.000 description 1
241001124072 Reduviidae Species 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
239000005864 Sulphur Substances 0.000 description 1
241000254107 Tenebrionidae Species 0.000 description 1
241000255588 Tephritidae Species 0.000 description 1
241001454295 Tetranychidae Species 0.000 description 1
241000896028 Tettigoniidae Species 0.000 description 1
241000130767 Tineidae Species 0.000 description 1
235000002098 Vicia faba var. major Nutrition 0.000 description 1
239000000642 acaricide Substances 0.000 description 1
WBDLSXCAFVEULB-UHFFFAOYSA-N acetonitrile;methylsulfinylmethane Chemical compound CC#N.CS(C)=O WBDLSXCAFVEULB-UHFFFAOYSA-N 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
229940115440 aluminum sodium silicate Drugs 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
238000009835 boiling Methods 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
159000000007 calcium salts Chemical class 0.000 description 1
HCWYXKWQOMTBKY-UHFFFAOYSA-N calcium;dodecyl benzenesulfonate Chemical compound [Ca].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 HCWYXKWQOMTBKY-UHFFFAOYSA-N 0.000 description 1
235000013877 carbamide Nutrition 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
230000006378 damage Effects 0.000 description 1
FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
DVSDDICSXBCMQJ-UHFFFAOYSA-N diethyl 2-acetylbutanedioate Chemical compound CCOC(=O)CC(C(C)=O)C(=O)OCC DVSDDICSXBCMQJ-UHFFFAOYSA-N 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
238000000227 grinding Methods 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000003350 kerosene Substances 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
125000005394 methallyl group Chemical group 0.000 description 1
238000002156 mixing Methods 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
RBXVOQPAMPBADW-UHFFFAOYSA-N nitrous acid;phenol Chemical class ON=O.OC1=CC=CC=C1 RBXVOQPAMPBADW-UHFFFAOYSA-N 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
239000002245 particle Substances 0.000 description 1
239000006072 paste Substances 0.000 description 1
150000003018 phosphorus compounds Chemical class 0.000 description 1
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
239000000047 product Substances 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000000429 sodium aluminium silicate Substances 0.000 description 1
235000012217 sodium aluminium silicate Nutrition 0.000 description 1
125000004436 sodium atom Chemical group 0.000 description 1
KZOJQMWTKJDSQJ-UHFFFAOYSA-M sodium;2,3-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 KZOJQMWTKJDSQJ-UHFFFAOYSA-M 0.000 description 1
241000894007 species Species 0.000 description 1
239000000725 suspension Substances 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
125000005270 trialkylamine group Chemical group 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/173—Esters of thiophosphoric acids with unsaturated acyclic alcohols

Landscapes

Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Pest Control & Pesticides (AREA)
Molecular Biology (AREA)
Agronomy & Crop Science (AREA)
Biochemistry (AREA)
Plant Pathology (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

IL48130A 1974-09-20 1975-09-18 Thio- and dithiophosphoric acid esters their production and their use as pesticides IL48130A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH1279474A CH593012A5 (en)	1974-09-20	1974-09-20	1-Methyl-2-(esterified carboxy)-1-alkenyl (di) thiophosphate derivs - prepd. e.g. by reacting alpha-substd. acetoacetates with (di)thiophosphoryl halides (BE190376)
CH934075		1975-07-17

Publications (2)

Publication Number	Publication Date
IL48130A0 IL48130A0 (en)	1975-11-25
IL48130A true IL48130A (en)	1977-12-30

Family

ID=25704657

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL48130A IL48130A (en)	1974-09-20	1975-09-18	Thio- and dithiophosphoric acid esters their production and their use as pesticides

Country Status (11)

Country	Link
US (1)	US4006228A (ja)
JP (1)	JPS5157830A (ja)
BR (1)	BR7506066A (ja)
CA (1)	CA1058201A (ja)
DE (1)	DE2541521A1 (ja)
EG (1)	EG11764A (ja)
FR (1)	FR2285395A1 (ja)
GB (1)	GB1512099A (ja)
IL (1)	IL48130A (ja)
NL (1)	NL7511098A (ja)
TR (1)	TR19227A (ja)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3784589A (en) *	1970-09-21	1974-01-08	Stauffer Chemical Co	2-carbomethoxy-1-methylvinyl ethyl phosphonothioates
IL43068A (en) *	1972-09-08	1976-08-31	Ciba Geigy Ag	Thio-and dithiophosphoric acid esters,their manufacture and their use in pest control

1975
- 1975-09-10 US US05/612,123 patent/US4006228A/en not_active Expired - Lifetime
- 1975-09-14 EG EG547A patent/EG11764A/xx active
- 1975-09-17 DE DE19752541521 patent/DE2541521A1/de not_active Withdrawn
- 1975-09-18 IL IL48130A patent/IL48130A/en unknown
- 1975-09-18 CA CA235,808A patent/CA1058201A/en not_active Expired
- 1975-09-18 FR FR7528602A patent/FR2285395A1/fr not_active Withdrawn
- 1975-09-18 TR TR19227A patent/TR19227A/xx unknown
- 1975-09-19 BR BR7506066*A patent/BR7506066A/pt unknown
- 1975-09-19 NL NL7511098A patent/NL7511098A/xx not_active Application Discontinuation
- 1975-09-19 GB GB38557/75A patent/GB1512099A/en not_active Expired
- 1975-09-20 JP JP50114219A patent/JPS5157830A/ja active Pending

Also Published As

Publication number	Publication date
GB1512099A (en)	1978-05-24
DE2541521A1 (de)	1976-04-01
CA1058201A (en)	1979-07-10
JPS5157830A (en)	1976-05-20
NL7511098A (nl)	1976-03-23
BR7506066A (pt)	1976-08-03
TR19227A (tr)	1978-03-13
US4006228A (en)	1977-02-01
IL48130A0 (en)	1975-11-25
EG11764A (en)	1977-11-30
FR2285395A1 (fr)	1976-04-16

Publication	Publication Date	Title
US4012506A (en)	1977-03-15	Pyrimidyl thio- and dithio-phosphoric acid esters
US4130655A (en)	1978-12-19	Pesticidal 2,2-dimethyl-3-isobutyl-cyclopropionates
IL44631A (en)	1977-08-31	Phenyl aralkyl ethers their preparation and pest-population control compositions containing them
GB1570928A (en)	1980-07-09	Pesticidal cyclopropane carboxylic acid esters
US4028377A (en)	1977-06-07	O,S-dialkyl- and O-alkyl-S-alkoxyalkyl-S-1,2,4-oxa-diazolyl-3-methylene dithiophosphates
CA1048047A (en)	1979-02-06	Esters
GB1567692A (en)	1980-05-21	Pesticidal cyclopropane carboxylicesters
US4000314A (en)	1976-12-28	Pesticidal N-(2,2-dicyanovinyl)-N-benzyl-anilines
US3968222A (en)	1976-07-06	Insecticidal O,S-dialkyl esters of pyridylthio-and-pyridyldithio-phosphoric acids
US4172080A (en)	1979-10-23	Phosphorus esters of 1-cyanoethyl-1,2,4-triazol-3-ols
IL45780A (en)	1977-12-30	Urea thiolphosphonates their preparation and their use in pest control
GB1579046A (en)	1980-11-12	Cyclobutane carboxylic acid esters
US4006228A (en)	1977-02-01	Pesticidally active thio- and dithiophosphoric acid esters
US3833691A (en)	1974-09-03	2-(o,s-dilower alkyl-thiolphosphoryl)diphenyl ethers
US4115583A (en)	1978-09-19	Pesticidal sulphenylated formamidine compounds
IL44294A (en)	1977-01-31	Aryl esters of thiolphosphoric acid,their manufacture and their use as insecticides and acaricides
US3982015A (en)	1976-09-21	N-propargyl-anilinomethylenemalodinitrile derivatives
US4048327A (en)	1977-09-13	(4-Phenoxyphenoxy)alkyl cyclopropanecarboxylates
US3957801A (en)	1976-05-18	O,s-dialkyl esters of pyridylthio- and pyridyldithiophosphoric acid
IL43144A (en)	1977-02-28	Thiophosphoric acid amide esters their preparation and their use in insecticidal acaricidal and nematicidal compositions
US4064263A (en)	1977-12-20	4,5-Benzospiro(2,4)-heptane (and hepta-4,6-diene)-1-carboxylic acid esters and compositions containing same
US3991141A (en)	1976-11-09	O-methyl/ethyl-S-propyl/butyl-O-phenyl thiphosphates and dithiophosphates having a thioether group on the phenyl ring
US4002768A (en)	1977-01-11	Phenylalkinyl ethers
CA1048051A (en)	1979-02-06	Esters
US3883618A (en)	1975-05-13	O-alkyl-s-alkyl-o-(1-hydrocarbyloxy carbonyl-1-propen-2-yl)dithiophosphates