GB1081270A - Dithiol-phosphoric acid esters - Google Patents
Dithiol-phosphoric acid estersInfo
- Publication number
- GB1081270A GB1081270A GB27473/66A GB2747366A GB1081270A GB 1081270 A GB1081270 A GB 1081270A GB 27473/66 A GB27473/66 A GB 27473/66A GB 2747366 A GB2747366 A GB 2747366A GB 1081270 A GB1081270 A GB 1081270A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- oc2h5
- hal
- propyl
- compounds
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- LCIVHDMHMNWUEO-UHFFFAOYSA-N 3h-dithiole;phosphoric acid Chemical class C1SSC=C1.OP(O)(O)=O LCIVHDMHMNWUEO-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 241000244206 Nematoda Species 0.000 abstract 2
- 239000003085 diluting agent Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 2
- 230000001069 nematicidal effect Effects 0.000 abstract 2
- 239000000843 powder Substances 0.000 abstract 2
- KJRCEJOSASVSRA-UHFFFAOYSA-N propane-2-thiol Chemical compound CC(C)S KJRCEJOSASVSRA-UHFFFAOYSA-N 0.000 abstract 2
- 239000002689 soil Substances 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- HNUALPPJLMYHDK-UHFFFAOYSA-N C[CH]C Chemical group C[CH]C HNUALPPJLMYHDK-UHFFFAOYSA-N 0.000 abstract 1
- -1 O-ethylphosphoric acid ester Chemical class 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 abstract 1
- 239000004495 emulsifiable concentrate Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 238000009472 formulation Methods 0.000 abstract 1
- 239000008187 granular material Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000002347 injection Methods 0.000 abstract 1
- 239000007924 injection Substances 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- SUVIGLJNEAMWEG-UHFFFAOYSA-N propane-1-thiol Chemical compound CCCS SUVIGLJNEAMWEG-UHFFFAOYSA-N 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000007921 spray Substances 0.000 abstract 1
- 238000005507 spraying Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 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
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic 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
- C07F9/17—Esters of thiophosphoric acids with hydroxyalkyl compounds without further substituents on alkyl
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)
Abstract
Novel compounds of the general formula (RS)2P(O)OC2H5 where R is a n-propyl or isopropyl radical are prepared by reacting C2H5O-P(O)(Hal)2, where Hal is a halogen atom, preferably Cl or Br, with n- or isopropylmercaptan in the presence of an acid-binding agent, or with the corresponding alkali metal or ammonium mercaptide. The reaction is preferably carried out in the presence of solvents or diluents, e.g. optionally chlorinated hydrocarbons, ethers, ketones or nitriles, at a temperature between -20 DEG C. and the boiling point of the reaction mixture. Atmospheric pressure is usually employed, but increased pressure may be used. The O-ethylphosphoric acid ester dihalide starting materials may be prepared by reacting phosphorus oxyhalides with ethanol, preferably without the use of an acid-acceptor. The compounds have nematocidal activity.ALSO:Nematocidal compositions contain a compound of the formula (RS)2P(O)OC2H5 where R is n-propyl or isopropyl ralical, in admixture with a solid or liquid diluent or carrier. They may be formulated as solutions, emulsifiable concentrates, emulsions, suspensions, spray powders, pastes, soluble powders, dusts and granules. The active compounds or formulations containing them may be used to combat nematodes by applying them to a nematode habitat, e.g. soil, by e.g. pouring, spraying, scattering, vapourising, or soil injection.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF46553A DE1238013B (en) | 1965-07-08 | 1965-07-08 | Process for the production of dithiolphosphoric acid esters |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1081270A true GB1081270A (en) | 1967-08-31 |
Family
ID=7101094
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB27473/66A Expired GB1081270A (en) | 1965-07-08 | 1966-06-20 | Dithiol-phosphoric acid esters |
Country Status (8)
Country | Link |
---|---|
BE (1) | BE683700A (en) |
CH (1) | CH482728A (en) |
DE (1) | DE1238013B (en) |
ES (1) | ES328751A1 (en) |
FR (1) | FR1486254A (en) |
GB (1) | GB1081270A (en) |
IL (1) | IL25831A (en) |
NL (1) | NL152264B (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1983000870A1 (en) * | 1981-08-28 | 1983-03-17 | Fmc Corp | Alpha-branched alkylthiophosphate pesticides |
US4532235A (en) * | 1981-08-28 | 1985-07-30 | Fmc Corporation | O-Ethyl S-propyl S-s-butyl phosphorodithioate |
US4535077A (en) * | 1981-08-28 | 1985-08-13 | Fmc Corporation | O-ethyl S,S-dialkyl phosphorodithioates for use as pesticides |
EP0235056A1 (en) * | 1986-02-11 | 1987-09-02 | Rhone-Poulenc Agrochimie | Preparation of O-alkyl S,S-dialkylphosphorodithioates |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS55141495A (en) | 1979-04-20 | 1980-11-05 | Sumitomo Chem Co Ltd | O-ethyl s-alkyl s-isopropylphosphorodithiolate and nematocide comprising it as active constituent |
-
1965
- 1965-07-08 DE DEF46553A patent/DE1238013B/en active Pending
-
1966
- 1966-05-23 IL IL25831A patent/IL25831A/en unknown
- 1966-05-27 CH CH776366A patent/CH482728A/en not_active IP Right Cessation
- 1966-06-20 GB GB27473/66A patent/GB1081270A/en not_active Expired
- 1966-07-06 BE BE683700D patent/BE683700A/xx unknown
- 1966-07-06 ES ES0328751A patent/ES328751A1/en not_active Expired
- 1966-07-08 NL NL666609632A patent/NL152264B/en unknown
- 1966-07-08 FR FR68815A patent/FR1486254A/en not_active Expired
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1983000870A1 (en) * | 1981-08-28 | 1983-03-17 | Fmc Corp | Alpha-branched alkylthiophosphate pesticides |
EP0086826A1 (en) * | 1981-08-28 | 1983-08-31 | Fmc Corp | Alpha-branched alkylthiophosphate pesticides. |
EP0086826A4 (en) * | 1981-08-28 | 1983-12-23 | Fmc Corp | Alpha-branched alkylthiophosphate pesticides. |
US4532235A (en) * | 1981-08-28 | 1985-07-30 | Fmc Corporation | O-Ethyl S-propyl S-s-butyl phosphorodithioate |
US4535077A (en) * | 1981-08-28 | 1985-08-13 | Fmc Corporation | O-ethyl S,S-dialkyl phosphorodithioates for use as pesticides |
EP0235056A1 (en) * | 1986-02-11 | 1987-09-02 | Rhone-Poulenc Agrochimie | Preparation of O-alkyl S,S-dialkylphosphorodithioates |
AU600928B2 (en) * | 1986-02-11 | 1990-08-30 | Rhone-Poulenc Agrochimie | Preparation of O-alkyl S, S-dialkylphosphorodithioates |
Also Published As
Publication number | Publication date |
---|---|
BE683700A (en) | 1967-01-06 |
NL152264B (en) | 1977-02-15 |
NL6609632A (en) | 1967-01-09 |
FR1486254A (en) | 1967-06-23 |
IL25831A (en) | 1970-02-19 |
CH482728A (en) | 1969-12-15 |
DE1238013B (en) | 1967-04-06 |
ES328751A1 (en) | 1967-04-16 |
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