DE1063148B - Verfahren zur Herstellung von O, O-Dialkyl-S-propargyl-thio-oder -dithiophosphorsaeureestern - Google Patents
Verfahren zur Herstellung von O, O-Dialkyl-S-propargyl-thio-oder -dithiophosphorsaeureesternInfo
- Publication number
- DE1063148B DE1063148B DEF24013A DEF0024013A DE1063148B DE 1063148 B DE1063148 B DE 1063148B DE F24013 A DEF24013 A DE F24013A DE F0024013 A DEF0024013 A DE F0024013A DE 1063148 B DE1063148 B DE 1063148B
- Authority
- DE
- Germany
- Prior art keywords
- propargyl
- thio
- dialkyl
- acid esters
- dithiophosphoric acid
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- 229910052760 oxygen Inorganic materials 0.000 title description 2
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical class OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims 1
- 125000003186 propargylic group Chemical group 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 241001454295 Tetranychidae Species 0.000 description 3
- 150000003863 ammonium salts Chemical class 0.000 description 3
- LJZPPWWHKPGCHS-UHFFFAOYSA-N propargyl chloride Chemical compound ClCC#C LJZPPWWHKPGCHS-UHFFFAOYSA-N 0.000 description 3
- -1 propargyl halides Chemical class 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- 241001124076 Aphididae Species 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 230000000749 insecticidal effect Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 241000256113 Culicidae Species 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 241000109852 Macrosiphoniella sanborni Species 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion 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
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- YORCIIVHUBAYBQ-UHFFFAOYSA-N propargyl bromide Chemical compound BrCC#C YORCIIVHUBAYBQ-UHFFFAOYSA-N 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
Classifications
-
- 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
-
- 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
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)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE571029D BE571029A (he) | 1957-09-24 | ||
| NL103634D NL103634C (he) | 1957-09-24 | ||
| DEF24013A DE1063148B (de) | 1957-09-24 | 1957-09-24 | Verfahren zur Herstellung von O, O-Dialkyl-S-propargyl-thio-oder -dithiophosphorsaeureestern |
| CH6349358A CH374649A (de) | 1957-09-24 | 1958-09-01 | Verfahren zur Herstellung von Thiophosphorsäureestern |
| GB2848658A GB860944A (en) | 1957-09-24 | 1958-09-04 | Thiophosphoric acid esters |
| FR1203242D FR1203242A (fr) | 1957-09-24 | 1958-09-08 | Procédé de préparation d'esters thiophosphoriques |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF24013A DE1063148B (de) | 1957-09-24 | 1957-09-24 | Verfahren zur Herstellung von O, O-Dialkyl-S-propargyl-thio-oder -dithiophosphorsaeureestern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1063148B true DE1063148B (de) | 1959-08-13 |
Family
ID=7091072
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF24013A Pending DE1063148B (de) | 1957-09-24 | 1957-09-24 | Verfahren zur Herstellung von O, O-Dialkyl-S-propargyl-thio-oder -dithiophosphorsaeureestern |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE571029A (he) |
| CH (1) | CH374649A (he) |
| DE (1) | DE1063148B (he) |
| FR (1) | FR1203242A (he) |
| GB (1) | GB860944A (he) |
| NL (1) | NL103634C (he) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3019159A (en) * | 1960-05-11 | 1962-01-30 | American Cyanamid Co | Novel phosphorodithioates and methods for preparing the same |
| DE1173723B (de) * | 1960-09-21 | 1964-07-09 | Basf Ag | Mittel zur Bekaempfung von Insekten |
| DE1175938B (de) * | 1959-10-07 | 1964-08-13 | Montedison Spa | Insektizides und akarizides Mittel |
| CN112010894A (zh) * | 2020-08-17 | 2020-12-01 | 湖州师范学院 | 一种硫磷酸酯化合物、包含其的非水锂离子电池电解液及锂离子电池 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2727479A1 (de) * | 1977-06-18 | 1979-01-04 | Bayer Ag | Insektizide und akarizide mittel |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2693483A (en) * | 1952-03-06 | 1954-11-02 | Dow Chemical Co | Propynyl phosphate compounds |
-
0
- NL NL103634D patent/NL103634C/xx active
- BE BE571029D patent/BE571029A/xx unknown
-
1957
- 1957-09-24 DE DEF24013A patent/DE1063148B/de active Pending
-
1958
- 1958-09-01 CH CH6349358A patent/CH374649A/de unknown
- 1958-09-04 GB GB2848658A patent/GB860944A/en not_active Expired
- 1958-09-08 FR FR1203242D patent/FR1203242A/fr not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2693483A (en) * | 1952-03-06 | 1954-11-02 | Dow Chemical Co | Propynyl phosphate compounds |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1175938B (de) * | 1959-10-07 | 1964-08-13 | Montedison Spa | Insektizides und akarizides Mittel |
| US3019159A (en) * | 1960-05-11 | 1962-01-30 | American Cyanamid Co | Novel phosphorodithioates and methods for preparing the same |
| DE1173723B (de) * | 1960-09-21 | 1964-07-09 | Basf Ag | Mittel zur Bekaempfung von Insekten |
| CN112010894A (zh) * | 2020-08-17 | 2020-12-01 | 湖州师范学院 | 一种硫磷酸酯化合物、包含其的非水锂离子电池电解液及锂离子电池 |
| CN112010894B (zh) * | 2020-08-17 | 2023-08-11 | 湖州师范学院 | 一种硫磷酸酯化合物、包含其的非水锂离子电池电解液及锂离子电池 |
Also Published As
| Publication number | Publication date |
|---|---|
| CH374649A (de) | 1964-01-31 |
| NL103634C (he) | |
| FR1203242A (fr) | 1960-01-15 |
| GB860944A (en) | 1961-02-15 |
| BE571029A (he) |
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