IL36972A - Dicyanophenyl thiophosphates and their use as pesticides - Google Patents
Dicyanophenyl thiophosphates and their use as pesticidesInfo
- Publication number
- IL36972A IL36972A IL36972A IL3697271A IL36972A IL 36972 A IL36972 A IL 36972A IL 36972 A IL36972 A IL 36972A IL 3697271 A IL3697271 A IL 3697271A IL 36972 A IL36972 A IL 36972A
- Authority
- IL
- Israel
- Prior art keywords
- parts
- weight
- active ingredient
- dicyanophenyl
- substituted
- Prior art date
Links
- 239000000575 pesticide Substances 0.000 title claims description 6
- OBEJZLZWTNKFTI-UHFFFAOYSA-N 3-dihydroxyphosphinothioyloxybenzene-1,2-dicarbonitrile Chemical class C1=CC(=C(C(=C1)OP(=S)(O)O)C#N)C#N OBEJZLZWTNKFTI-UHFFFAOYSA-N 0.000 title description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- -1 dicyanophenyl Chemical group 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 241000607479 Yersinia pestis Species 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 description 28
- 150000001875 compounds Chemical class 0.000 description 12
- 239000000203 mixture Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000004359 castor oil Substances 0.000 description 3
- 235000019438 castor oil Nutrition 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
- 239000000741 silica gel Substances 0.000 description 3
- 229910002027 silica gel Inorganic materials 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 230000002588 toxic effect Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 238000004611 spectroscopical analysis Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- KBLAMUYRMZPYLS-UHFFFAOYSA-N 2,3-bis(2-methylpropyl)naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(O)(=O)=O)=C(CC(C)C)C(CC(C)C)=CC2=C1 KBLAMUYRMZPYLS-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-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
- TZICQILWUCEEDC-UHFFFAOYSA-N 2-dihydroxyphosphinothioyloxybenzonitrile Chemical class OP(O)(=S)OC1=CC=CC=C1C#N TZICQILWUCEEDC-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
- 241000238876 Acari Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241001124076 Aphididae Species 0.000 description 1
- 241001425390 Aphis fabae Species 0.000 description 1
- 241000238662 Blatta orientalis Species 0.000 description 1
- 241000238660 Blattidae Species 0.000 description 1
- 241001674044 Blattodea Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000255601 Drosophila melanogaster Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 241001300479 Macroptilium Species 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 241001454293 Tetranychus urticae Species 0.000 description 1
- 240000006677 Vicia faba Species 0.000 description 1
- 235000010749 Vicia faba Nutrition 0.000 description 1
- 241000254234 Xyeloidea Species 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 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
- 235000013601 eggs Nutrition 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 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
- 125000000468 ketone group Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 239000003921 oil Substances 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
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene 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
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic radicals
-
- 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
- C07F9/18—Esters of thiophosphoric acids with hydroxyaryl compounds
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702030545 DE2030545A1 (de) | 1970-06-20 | 1970-06-20 | Substituierte Thiophosphorsäure-dicyanophenylester |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL36972A0 IL36972A0 (en) | 1971-08-25 |
| IL36972A true IL36972A (en) | 1973-05-31 |
Family
ID=5774534
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL36972A IL36972A (en) | 1970-06-20 | 1971-06-02 | Dicyanophenyl thiophosphates and their use as pesticides |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3739045A (xx) |
| AT (1) | AT310503B (xx) |
| BE (1) | BE768735A (xx) |
| CH (1) | CH512191A (xx) |
| CS (1) | CS164204B2 (xx) |
| DE (1) | DE2030545A1 (xx) |
| DK (1) | DK127221B (xx) |
| FR (1) | FR2096355A5 (xx) |
| GB (1) | GB1347852A (xx) |
| IL (1) | IL36972A (xx) |
| NL (1) | NL7108442A (xx) |
| SE (1) | SE393617B (xx) |
| ZA (1) | ZA713664B (xx) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004016191A1 (de) * | 2004-02-19 | 2005-09-08 | Daimlerchrysler Ag | Rückhaltesystem mit Rückhaltegurt |
-
1970
- 1970-06-20 DE DE19702030545 patent/DE2030545A1/de active Pending
-
1971
- 1971-06-02 IL IL36972A patent/IL36972A/en unknown
- 1971-06-03 US US00149780A patent/US3739045A/en not_active Expired - Lifetime
- 1971-06-07 ZA ZA713664A patent/ZA713664B/xx unknown
- 1971-06-15 FR FR7121688A patent/FR2096355A5/fr not_active Expired
- 1971-06-16 CS CS4435A patent/CS164204B2/cs unknown
- 1971-06-18 BE BE768735A patent/BE768735A/xx unknown
- 1971-06-18 NL NL7108442A patent/NL7108442A/xx unknown
- 1971-06-18 AT AT529571A patent/AT310503B/de not_active IP Right Cessation
- 1971-06-18 GB GB2867071A patent/GB1347852A/en not_active Expired
- 1971-06-18 DK DK300371AA patent/DK127221B/da unknown
- 1971-06-18 SE SE7107964A patent/SE393617B/xx unknown
- 1971-06-18 CH CH898271A patent/CH512191A/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ZA713664B (en) | 1972-02-23 |
| AT310503B (de) | 1973-10-10 |
| CH512191A (de) | 1971-09-15 |
| GB1347852A (en) | 1974-02-27 |
| DE2030545A1 (de) | 1971-12-30 |
| BE768735A (fr) | 1971-12-20 |
| CS164204B2 (xx) | 1975-11-07 |
| SE393617B (sv) | 1977-05-16 |
| DK127221B (da) | 1973-10-08 |
| US3739045A (en) | 1973-06-12 |
| IL36972A0 (en) | 1971-08-25 |
| FR2096355A5 (xx) | 1972-02-11 |
| NL7108442A (xx) | 1971-12-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2503390A (en) | Alkyl mono-nitrophenyl thionobenzene-phosphonates and insecticidal compositions containing the same | |
| US3686200A (en) | Phosphoric acid esters | |
| US2959516A (en) | Organic phosphate compounds and use thereof | |
| US2725328A (en) | 2, 3-p-dioxanedithiol-s, s-bis (o, o-dialkylphosphorodithioate) | |
| US3065125A (en) | Alkynyl phosphonothioates | |
| US3739045A (en) | Dicyanophenyl thiophosphates | |
| US3332943A (en) | Carbamoylthio derivatives | |
| US2864741A (en) | Di (alkylmercapto) substituted vinyl, dialkyl phosphate and thiophosphate insecticides | |
| DE2144976A1 (de) | Heterocyclische Verbindungen | |
| US3689604A (en) | Amido-thiolphosphoric acid -o,s-dimethyl ester | |
| US3709960A (en) | O-loweralkyl-o-(2-alkoxylcarbonylmethyl)vinyl-monoalkylamido phosphates | |
| US3496178A (en) | 2 - (o,o - dialkyl-phosphoryl)-6-carbalkoxy or carbalkenoxy-pyrazolo pyrimidines | |
| US3896190A (en) | Sulfurous phosphoric and phosphonic esters | |
| US3751530A (en) | Free radical addition of dithiophosphonic and dithiophosphinic acids to acetylenes | |
| US3028302A (en) | Haloalkenyloxyalkyl phosphorothioates | |
| US2922739A (en) | O-hydrocarbon, s-(quaternary ammonium-substituted alkyl) esters of phosphorothioic acids and insecticidal compositions thereof | |
| EP0007020A1 (de) | Organische Phosphorsäureester, Verfahren zu ihrer Herstellung, ihre Verwendung, Schädlingsbekämpfungsmittel und ihre Herstellung | |
| US2813819A (en) | Hexaalkyl (ethyleneimino thiomethylidyne) triphosphonate | |
| CA1064938A (en) | Organophosphorus compounds useful as insecticides and acaricides | |
| US3798230A (en) | O,o-dialkyl-o-(1-oxa-2,4-diazolidinon-5-yl-3)-thionophosphates | |
| US3432599A (en) | Organophosphorus insecticides | |
| US4439430A (en) | O,O-Diethyl O-[(p-tertiarybutylthio)phenyl]phosphorothioates and its insecticidal use | |
| US3096238A (en) | Omicron-(halophenyl) phosphonothioates | |
| US3755571A (en) | Use of substituted 1,2,4-thiadiazoles for killing insects | |
| US3284547A (en) | Phosphoric esters |