DE1172667B - Verfahren zur Herstellung von O, O-Dialkyl-S-alkylthiolphosphorsaeureestern - Google Patents
Verfahren zur Herstellung von O, O-Dialkyl-S-alkylthiolphosphorsaeureesternInfo
- Publication number
- DE1172667B DE1172667B DEF35839A DEF0035839A DE1172667B DE 1172667 B DE1172667 B DE 1172667B DE F35839 A DEF35839 A DE F35839A DE F0035839 A DEF0035839 A DE F0035839A DE 1172667 B DE1172667 B DE 1172667B
- Authority
- DE
- Germany
- Prior art keywords
- methyl
- acid
- mol
- theory
- dialkyl
- 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
- 239000002253 acid Substances 0.000 title claims description 34
- 150000002148 esters Chemical class 0.000 title claims description 20
- 238000000034 method Methods 0.000 title claims description 16
- 229910052760 oxygen Inorganic materials 0.000 title claims description 12
- 238000002360 preparation method Methods 0.000 title claims description 5
- -1 aralkyl halides Chemical class 0.000 claims description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 10
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
- 239000011593 sulfur Substances 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 229910021529 ammonia Inorganic materials 0.000 claims description 4
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims description 3
- 125000004966 cyanoalkyl group Chemical group 0.000 claims description 3
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 2
- 125000005490 tosylate group Chemical group 0.000 claims description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 60
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 30
- 150000001875 compounds Chemical class 0.000 description 24
- 239000003921 oil Substances 0.000 description 21
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 20
- 238000003756 stirring Methods 0.000 description 16
- 241001465754 Metazoa Species 0.000 description 14
- 241000700159 Rattus Species 0.000 description 14
- 239000000203 mixture Substances 0.000 description 10
- 231100000419 toxicity Toxicity 0.000 description 10
- 230000001988 toxicity Effects 0.000 description 10
- 241001454295 Tetranychidae Species 0.000 description 9
- 241001124076 Aphididae Species 0.000 description 8
- 238000009835 boiling Methods 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 6
- 239000005457 ice water Substances 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 229910052938 sodium sulfate Inorganic materials 0.000 description 6
- 235000011152 sodium sulphate Nutrition 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000000749 insecticidal effect Effects 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- HOZLOOPIXHWKCI-UHFFFAOYSA-N 2-chloro-n-methylacetamide Chemical compound CNC(=O)CCl HOZLOOPIXHWKCI-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 241000607479 Yersinia pestis Species 0.000 description 3
- 238000004508 fractional distillation Methods 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- 231100001224 moderate toxicity Toxicity 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- FWVCSXWHVOOTFJ-UHFFFAOYSA-N 1-(2-chloroethylsulfanyl)-2-[2-(2-chloroethylsulfanyl)ethoxy]ethane Chemical compound ClCCSCCOCCSCCCl FWVCSXWHVOOTFJ-UHFFFAOYSA-N 0.000 description 2
- GBNVXYXIRHSYEG-UHFFFAOYSA-N 1-chloro-2-ethylsulfanylethane Chemical compound CCSCCCl GBNVXYXIRHSYEG-UHFFFAOYSA-N 0.000 description 2
- AABRDTBRQHKNGS-UHFFFAOYSA-N 1-chloropropane-1-thiol Chemical compound CCC(S)Cl AABRDTBRQHKNGS-UHFFFAOYSA-N 0.000 description 2
- 241000238814 Orthoptera Species 0.000 description 2
- 241000254179 Sitophilus granarius Species 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 230000029936 alkylation Effects 0.000 description 2
- 238000005804 alkylation reaction Methods 0.000 description 2
- 239000012230 colorless oil Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- VJWMCCQGNXNYOF-UHFFFAOYSA-N (2-methoxy-3,3-dimethylbutan-2-yl) dihydrogen phosphite Chemical compound CC(C)(C)C(C)(OC)OP(O)O VJWMCCQGNXNYOF-UHFFFAOYSA-N 0.000 description 1
- JCMOMRVGBDYJCH-UHFFFAOYSA-N 1-(chloromethylsulfanyl)-2-[2-(chloromethylsulfanyl)ethoxy]ethane Chemical compound ClCSCCOCCSCCl JCMOMRVGBDYJCH-UHFFFAOYSA-N 0.000 description 1
- JQZAEUFPPSRDOP-UHFFFAOYSA-N 1-chloro-4-(chloromethyl)benzene Chemical compound ClCC1=CC=C(Cl)C=C1 JQZAEUFPPSRDOP-UHFFFAOYSA-N 0.000 description 1
- XPKDQBYOXNXKGG-UHFFFAOYSA-N 2-(chloromethyl)-4-methyl-1-methylsulfanylbenzene Chemical compound CSC1=CC=C(C)C=C1CCl XPKDQBYOXNXKGG-UHFFFAOYSA-N 0.000 description 1
- LBVZINOLAFTARU-UHFFFAOYSA-N 2-bromo-n-methylacetamide Chemical compound CNC(=O)CBr LBVZINOLAFTARU-UHFFFAOYSA-N 0.000 description 1
- WTJUKRMAHQEZNU-UHFFFAOYSA-N 3,3-dimethylbutan-2-yloxy-hydroxy-methylperoxy-sulfanylidene-lambda5-phosphane Chemical compound COOP(OC(C)C(C)(C)C)(O)=S WTJUKRMAHQEZNU-UHFFFAOYSA-N 0.000 description 1
- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 description 1
- RENMDAKOXSCIGH-UHFFFAOYSA-N Chloroacetonitrile Chemical compound ClCC#N RENMDAKOXSCIGH-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 241001674048 Phthiraptera Species 0.000 description 1
- 101100537553 Rattus norvegicus Tnfrsf8 gene Proteins 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 229940100198 alkylating agent Drugs 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- LMZSPXZNYGLPAV-UHFFFAOYSA-N butoxy-dihydroxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCCCOP(O)(O)=S LMZSPXZNYGLPAV-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- 230000001069 nematicidal effect Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 150000003573 thiols Chemical group 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01R—ELECTRICALLY-CONDUCTIVE CONNECTIONS; STRUCTURAL ASSOCIATIONS OF A PLURALITY OF MUTUALLY-INSULATED ELECTRICAL CONNECTING ELEMENTS; COUPLING DEVICES; CURRENT COLLECTORS
- H01R33/00—Coupling devices specially adapted for supporting apparatus and having one part acting as a holder providing support and electrical connection via a counterpart which is structurally associated with the apparatus, e.g. lamp holders; Separate parts thereof
- H01R33/05—Two-pole devices
- H01R33/06—Two-pole devices with two current-carrying pins, blades or analogous contacts, having their axes parallel to each other
- H01R33/08—Two-pole devices with two current-carrying pins, blades or analogous contacts, having their axes parallel to each other for supporting tubular fluorescent lamp
-
- 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
-
- 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
-
- 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
- C07F9/1651—Esters of thiophosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- 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
- C07F9/1653—Esters of thiophosphoric acids with arylalkanols
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (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 (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL288076D NL288076A (fr) | 1962-01-24 | ||
| NL136286D NL136286C (fr) | 1962-01-24 | ||
| DEF35839A DE1172667B (de) | 1962-01-24 | 1962-01-24 | Verfahren zur Herstellung von O, O-Dialkyl-S-alkylthiolphosphorsaeureestern |
| CH11563A CH426776A (de) | 1962-01-24 | 1963-01-07 | Verfahren zur Herstellung von O,O-Dialkyl-S-alkylthiolphosphaten |
| US253070A US3294874A (en) | 1962-01-24 | 1963-01-22 | Omicron-alkyl-omicron-cycloalkyl-s-alkylthiolphosphoric acid esters |
| DK31963AA DK109851C (da) | 1962-01-24 | 1963-01-23 | Middel til bekæmpelse af skadelige organismer samt fremgangsmåde til fremstilling af O-alkyl-O-methyl-S-alkylthiolphosphorsyreestere til anvendelse i midlet. |
| FR922571A FR1348700A (fr) | 1962-01-24 | 1963-01-24 | Nouvelles compositions insecticides et nématocides et leur procédé de fabrication |
| BR146394/63A BR6346394D0 (pt) | 1962-01-24 | 1963-01-24 | Processo para a producao de 0 0-di-alquil-s-alquil- tiolfosfatos e composicoes praguicidas contendo os mesmos |
| AT54863A AT240381B (de) | 1962-01-24 | 1963-01-24 | Verfahren zur Herstellung von neuen, beispielsweise zur Schädlingsbekämpfung verwendbaren Thiolphosphorsäureestern |
| GB3042/63A GB977819A (en) | 1962-01-24 | 1963-01-24 | New thiol phosphoric acid esters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF35839A DE1172667B (de) | 1962-01-24 | 1962-01-24 | Verfahren zur Herstellung von O, O-Dialkyl-S-alkylthiolphosphorsaeureestern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1172667B true DE1172667B (de) | 1964-06-25 |
Family
ID=7096175
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF35839A Pending DE1172667B (de) | 1962-01-24 | 1962-01-24 | Verfahren zur Herstellung von O, O-Dialkyl-S-alkylthiolphosphorsaeureestern |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3294874A (fr) |
| BR (1) | BR6346394D0 (fr) |
| CH (1) | CH426776A (fr) |
| DE (1) | DE1172667B (fr) |
| DK (1) | DK109851C (fr) |
| GB (1) | GB977819A (fr) |
| NL (2) | NL136286C (fr) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2023034A1 (fr) * | 1968-11-12 | 1970-08-07 | Sumitomo Chemical Co | |
| US3897552A (en) * | 1971-08-18 | 1975-07-29 | Bayer Ag | Fungicidal and bactericidal O-alkyl-O-cyclohexyl-S-alkyl-, haloalkyl-or alkenyl-phosphorothiolates |
| US3927148A (en) * | 1971-08-19 | 1975-12-16 | Exxon Research Engineering Co | O,S{40 -Dialkyl-S-hydrocarbylthioalkyl dithiophosphates |
| JPS51136654A (en) * | 1976-04-27 | 1976-11-26 | Nippon Tokushu Noyaku Seizo Kk | Process for preparation of o-cyclohexyl-o-alkyl-s-(halo or alkenyl)pho sphorothiolate |
| US4755311A (en) * | 1986-08-14 | 1988-07-05 | The Lubrizol Corporation | Phosphorus-, sulfur- and boron-containing compositions, and lubricant and functional fluid compositions containing same |
| US5449769A (en) * | 1989-03-06 | 1995-09-12 | Gen-Probe Incorporated | Method and reagent for sulfurization of organophosphorous compounds |
| WO1992004358A1 (fr) * | 1990-09-04 | 1992-03-19 | Gen-Probe Incorporated | Methode et reactif pour la sulfuration de composes organophosphoreux |
| DE19502197A1 (de) * | 1995-01-25 | 1996-08-01 | Bayer Ag | Verfahren zur Herstellung von Thiophosphorsäure-O,O'-diestern und ihrer Salze sowie deren Verwendung |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE949231C (de) * | 1955-05-03 | 1956-09-13 | Bayer Ag | Verfahren zur Herstellung von chlkorierten Benzylestern der Thiol- bzw. Thionothiolphosphorsaeuren |
| DE1012112B (de) * | 1954-09-29 | 1957-07-11 | Ciba Geigy | Schaedlingsbekaempfungsmittel |
| DE1024509B (de) * | 1956-03-03 | 1958-02-20 | Bayer Ag | Verfahren zur Herstellung von O, O-Dialkyl-thiol-phosphorsaeure- und -thiol-thiono-phsphorsaeureestern |
| DE1116657B (de) * | 1960-01-22 | 1961-11-09 | Bayer Ag | Verfahren zur Herstellung von Derivaten der Thiosaeuren des Phosphors |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA494562A (fr) * | 1948-02-04 | 1953-07-21 | American Cyanamid Company | Phosphates de carbamylalkyle et methode de preparation |
| US2494284A (en) * | 1949-01-12 | 1950-01-10 | American Cyanamid Co | Cyanoalkyl phosphates and method of preparation |
| US2597534A (en) * | 1949-05-07 | 1952-05-20 | Bayer Ag | Neutral esters of thiolphosphoric acid |
| DE1074034B (de) * | 1958-02-06 | 1960-01-28 | Farbenfabriken Bayer Aktiengesellschaft, Leverkusen-Bayerwerk | Verfahren zur Herstellung von Thiophosphorsäureestern |
| US3020305A (en) * | 1958-08-25 | 1962-02-06 | Monsanto Chemicals | Halogen substituted alkenylthioalkyl esters of phosphorus acids |
-
0
- NL NL288076D patent/NL288076A/xx unknown
- NL NL136286D patent/NL136286C/xx active
-
1962
- 1962-01-24 DE DEF35839A patent/DE1172667B/de active Pending
-
1963
- 1963-01-07 CH CH11563A patent/CH426776A/de unknown
- 1963-01-22 US US253070A patent/US3294874A/en not_active Expired - Lifetime
- 1963-01-23 DK DK31963AA patent/DK109851C/da active
- 1963-01-24 GB GB3042/63A patent/GB977819A/en not_active Expired
- 1963-01-24 BR BR146394/63A patent/BR6346394D0/pt unknown
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1012112B (de) * | 1954-09-29 | 1957-07-11 | Ciba Geigy | Schaedlingsbekaempfungsmittel |
| DE949231C (de) * | 1955-05-03 | 1956-09-13 | Bayer Ag | Verfahren zur Herstellung von chlkorierten Benzylestern der Thiol- bzw. Thionothiolphosphorsaeuren |
| DE1024509B (de) * | 1956-03-03 | 1958-02-20 | Bayer Ag | Verfahren zur Herstellung von O, O-Dialkyl-thiol-phosphorsaeure- und -thiol-thiono-phsphorsaeureestern |
| DE1116657B (de) * | 1960-01-22 | 1961-11-09 | Bayer Ag | Verfahren zur Herstellung von Derivaten der Thiosaeuren des Phosphors |
Also Published As
| Publication number | Publication date |
|---|---|
| BR6346394D0 (pt) | 1973-08-09 |
| NL288076A (fr) | |
| GB977819A (en) | 1964-12-16 |
| CH426776A (de) | 1966-12-31 |
| NL136286C (fr) | |
| US3294874A (en) | 1966-12-27 |
| DK109851C (da) | 1968-07-15 |
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