IL45965A - Oximidophosphoric and -thiophosphoric acid esters their production and their use as pesticides - Google Patents
Oximidophosphoric and -thiophosphoric acid esters their production and their use as pesticidesInfo
- Publication number
- IL45965A IL45965A IL45965A IL4596574A IL45965A IL 45965 A IL45965 A IL 45965A IL 45965 A IL45965 A IL 45965A IL 4596574 A IL4596574 A IL 4596574A IL 45965 A IL45965 A IL 45965A
- Authority
- IL
- Israel
- Prior art keywords
- formula
- oximidophosphoric
- compound
- succinic acid
- ester
- Prior art date
Links
- 239000000575 pesticide Substances 0.000 title abstract description 5
- 238000004519 manufacturing process Methods 0.000 title abstract description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical class OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims abstract description 34
- 239000001384 succinic acid Substances 0.000 claims abstract description 18
- 150000001875 compounds Chemical class 0.000 claims abstract description 17
- 150000002148 esters Chemical class 0.000 claims abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 8
- 241000607479 Yersinia pestis Species 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims description 14
- -1 ester halide Chemical class 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- MEVHTHLQPUQANE-UHFFFAOYSA-N aziridine-2,3-dione Chemical compound O=C1NC1=O MEVHTHLQPUQANE-UHFFFAOYSA-N 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 230000000361 pesticidal effect Effects 0.000 claims 3
- 239000007787 solid Substances 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 abstract description 23
- 230000000749 insecticidal effect Effects 0.000 abstract description 5
- 235000011044 succinic acid Nutrition 0.000 description 11
- 159000000000 sodium salts Chemical class 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000008096 xylene Substances 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 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
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000004359 castor oil Substances 0.000 description 3
- 235000019438 castor oil Nutrition 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 3
- 230000026731 phosphorylation Effects 0.000 description 3
- 238000006366 phosphorylation reaction Methods 0.000 description 3
- 239000000741 silica gel Substances 0.000 description 3
- 229910002027 silica gel Inorganic materials 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- GOHPTLYPQCTZSE-UHFFFAOYSA-N 2,2-dimethylsuccinic acid Chemical compound OC(=O)C(C)(C)CC(O)=O GOHPTLYPQCTZSE-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241001350371 Capua Species 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 2
- 241000500437 Plutella xylostella Species 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 241000254179 Sitophilus granarius Species 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229940126214 compound 3 Drugs 0.000 description 2
- 229940125898 compound 5 Drugs 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical compound CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- 241000218475 Agrotis segetum Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241001124076 Aphididae Species 0.000 description 1
- 241000952611 Aphis craccivora Species 0.000 description 1
- 241001095118 Aphis pomi Species 0.000 description 1
- 235000003276 Apios tuberosa Nutrition 0.000 description 1
- 244000105624 Arachis hypogaea Species 0.000 description 1
- 235000010777 Arachis hypogaea Nutrition 0.000 description 1
- 235000010744 Arachis villosulicarpa Nutrition 0.000 description 1
- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- 241000238662 Blatta orientalis Species 0.000 description 1
- 241000238660 Blattidae Species 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- 241000259759 Cassida nobilis Species 0.000 description 1
- 241000426499 Chilo Species 0.000 description 1
- 241000661337 Chilo partellus Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000254171 Curculionidae Species 0.000 description 1
- 241001635274 Cydia pomonella Species 0.000 description 1
- 241000122106 Diatraea saccharalis Species 0.000 description 1
- 241000255581 Drosophila <fruit fly, genus> Species 0.000 description 1
- 241001425477 Dysdercus Species 0.000 description 1
- 241001147381 Helicoverpa armigera Species 0.000 description 1
- 241000255967 Helicoverpa zea Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 241000291718 Hoplocampa brevis Species 0.000 description 1
- 241001261104 Lobesia botrana Species 0.000 description 1
- 241001581015 Lyonetia clerkella Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241001671709 Nezara viridula Species 0.000 description 1
- 241000208639 Odontotermes obesus Species 0.000 description 1
- 241001491877 Operophtera brumata Species 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 241001548358 Parapiesma quadratum Species 0.000 description 1
- 241000721451 Pectinophora gossypiella Species 0.000 description 1
- 241000562493 Pegomya Species 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 241000526145 Psylla Species 0.000 description 1
- 241000157279 Rhagoletis cerasi Species 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- 241000661450 Sesamia cretica Species 0.000 description 1
- 241000277984 Sparganothis pilleriana Species 0.000 description 1
- 241000256248 Spodoptera Species 0.000 description 1
- 241000256251 Spodoptera frugiperda Species 0.000 description 1
- 241000074465 Stigmella malella Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 241000219094 Vitaceae Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- KMJJJTCKNZYTEY-UHFFFAOYSA-N chloro-diethoxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCOP(Cl)(=S)OCC KMJJJTCKNZYTEY-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 244000038559 crop plants Species 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- XDPQVTCYKCEWAT-UHFFFAOYSA-N dimethyl 2,2-dimethylbutanedioate Chemical compound COC(=O)CC(C)(C)C(=O)OC XDPQVTCYKCEWAT-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 235000021186 dishes Nutrition 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000021021 grapes Nutrition 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 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 1
- 150000002576 ketones Chemical class 0.000 description 1
- 210000005053 lamin Anatomy 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- WQDUMFSSJAZKTM-UHFFFAOYSA-N sodium methoxide Substances [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003444 succinic acids Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000002699 waste material Substances 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
- A01N57/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34
- A01N57/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34 containing heterocyclic radicals
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2360493A DE2360493A1 (de) | 1973-12-05 | 1973-12-05 | Bernsteinsaeureoximidphosphorsaeureester |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL45965A0 IL45965A0 (en) | 1974-12-31 |
| IL45965A true IL45965A (en) | 1977-11-30 |
Family
ID=5899890
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL45965A IL45965A (en) | 1973-12-05 | 1974-10-30 | Oximidophosphoric and -thiophosphoric acid esters their production and their use as pesticides |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US3960885A (fr) |
| JP (1) | JPS5088233A (fr) |
| BE (1) | BE822657A (fr) |
| CA (1) | CA1037049A (fr) |
| CH (1) | CH607889A5 (fr) |
| DE (1) | DE2360493A1 (fr) |
| FR (1) | FR2253755B3 (fr) |
| GB (1) | GB1488499A (fr) |
| HU (1) | HU171223B (fr) |
| IL (1) | IL45965A (fr) |
| IT (1) | IT1050263B (fr) |
| NL (1) | NL7414306A (fr) |
| SU (1) | SU582741A3 (fr) |
| ZA (1) | ZA747687B (fr) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102014218811A1 (de) * | 2014-09-18 | 2016-03-24 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Verwendung von phosphorhaltigen organischen Oxyimiden als Flammschutzmittel, Radikalgeneratoren und/oder als Stabilisatoren für Kunststoffe, flammgeschützte Kunststoffzusammensetzung, Verfahren zu deren Herstellung sowie Formteile, Lacke und Beschichtungen |
| CN119431211B (zh) * | 2023-08-07 | 2025-08-01 | 北京隆熙生物科技有限公司 | 一种中间体及其制备方法和应用 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL205909A (fr) * | 1954-08-16 |
-
1973
- 1973-12-05 DE DE2360493A patent/DE2360493A1/de not_active Withdrawn
-
1974
- 1974-10-29 CA CA212,594A patent/CA1037049A/fr not_active Expired
- 1974-10-30 IL IL45965A patent/IL45965A/en unknown
- 1974-11-01 NL NL7414306A patent/NL7414306A/xx not_active Application Discontinuation
- 1974-11-14 US US05/523,665 patent/US3960885A/en not_active Expired - Lifetime
- 1974-11-27 BE BE150908A patent/BE822657A/fr unknown
- 1974-11-29 JP JP49136385A patent/JPS5088233A/ja active Pending
- 1974-12-03 ZA ZA00747687A patent/ZA747687B/xx unknown
- 1974-12-03 SU SU7402081154A patent/SU582741A3/ru active
- 1974-12-03 FR FR7439489A patent/FR2253755B3/fr not_active Expired
- 1974-12-03 HU HU74BA00003174A patent/HU171223B/hu unknown
- 1974-12-03 CH CH1601674A patent/CH607889A5/xx not_active IP Right Cessation
- 1974-12-04 IT IT54359/74A patent/IT1050263B/it active
- 1974-12-04 GB GB52408/74A patent/GB1488499A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2360493A1 (de) | 1975-06-12 |
| FR2253755B3 (fr) | 1977-08-26 |
| IT1050263B (it) | 1981-03-10 |
| FR2253755A1 (fr) | 1975-07-04 |
| HU171223B (hu) | 1977-12-28 |
| CH607889A5 (fr) | 1978-12-15 |
| NL7414306A (nl) | 1975-06-09 |
| JPS5088233A (fr) | 1975-07-15 |
| IL45965A0 (en) | 1974-12-31 |
| SU582741A3 (ru) | 1977-11-30 |
| CA1037049A (fr) | 1978-08-22 |
| US3960885A (en) | 1976-06-01 |
| GB1488499A (en) | 1977-10-12 |
| ZA747687B (en) | 1976-01-28 |
| BE822657A (fr) | 1975-05-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3960885A (en) | Succinic acid oximidophosphoric esters | |
| HU199652B (en) | Insecticide and nematocide composition containing s,s'-di/terc-alkyl/-thiophosphonate derivatives as active component and process for producing the active component | |
| US4172080A (en) | Phosphorus esters of 1-cyanoethyl-1,2,4-triazol-3-ols | |
| CA1045630A (fr) | Composes de triazolylphosphore | |
| IL45780A (en) | Urea thiolphosphonates their preparation and their use in pest control | |
| US4042691A (en) | Succinic acid oximidophosphoric ester insecticides | |
| CA1042461A (fr) | Triaza-1,3,5 penta-1,4 dienes utilises comme pesticides | |
| CA1051915A (fr) | Esters | |
| US3968222A (en) | Insecticidal O,S-dialkyl esters of pyridylthio-and-pyridyldithio-phosphoric acids | |
| US4044124A (en) | Triazolylphosphorus compounds | |
| US4020076A (en) | Novel phosphoryloxy-thiazoles | |
| US4137308A (en) | 1,3-Oxazole phosphates and phosphonates as insecticides and miticides | |
| US3911122A (en) | Insecticidal and acarididal substituted phenyl thiophosphoric acid esters | |
| US3920671A (en) | Certain phosphorus acid esters | |
| EP0147790B1 (fr) | S-Dithiocarbamoylméthyl trithiophosphonates insecticides | |
| US4051240A (en) | O,s-dialkyl-o-(4-phenylazophenyl)-thiophosphates and pesticidal compositions thereof | |
| US4104378A (en) | Combatting pests with O,S-dialkyl-O-(4-phenylazophenyl)-thiophosphates | |
| US3867483A (en) | Trifluoromethyl-nitro-phenyl-thio(dithio)phosphates | |
| US3420829A (en) | 3,4 - dihydro - 4 - oxo - 1,2,3 - benzotriazine-3-yl-ethyl phosphoric and phosphonic acid esters | |
| IL43144A (en) | Thiophosphoric acid amide esters their preparation and their use in insecticidal acaricidal and nematicidal compositions | |
| US3336314A (en) | O-quinolinyl s-alkyl-alkylphos-phonodithioates | |
| US4155996A (en) | 3-(Phosphoryloxy) and (phosphonyloxy)-thiophenes | |
| US3891728A (en) | O-alkyl-S-alkyl-O-substituted phenyl-thiophosphoric acid esters | |
| US3957801A (en) | O,s-dialkyl esters of pyridylthio- and pyridyldithiophosphoric acid | |
| US3403208A (en) | Composition and method for controlling insect, mite and nematode pests with s-(n-alkoxyamido)-thiophosphoramides |