DE1070171B - Verfahren zur Herstellung von Thiophosphorsäureestern - Google Patents
Verfahren zur Herstellung von ThiophosphorsäureesternInfo
- Publication number
- DE1070171B DE1070171B DENDAT1070171D DE1070171DA DE1070171B DE 1070171 B DE1070171 B DE 1070171B DE NDAT1070171 D DENDAT1070171 D DE NDAT1070171D DE 1070171D A DE1070171D A DE 1070171DA DE 1070171 B DE1070171 B DE 1070171B
- Authority
- DE
- Germany
- Prior art keywords
- vinyl
- water
- reaction
- temperature
- mol
- 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 4
- 150000003580 thiophosphoric acid esters Chemical class 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims 2
- 150000002148 esters Chemical class 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- 238000003756 stirring Methods 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 238000000354 decomposition reaction Methods 0.000 claims description 6
- 241001454295 Tetranychidae Species 0.000 claims description 4
- 150000003568 thioethers Chemical class 0.000 claims description 4
- -1 vinyl aryl ethers Chemical class 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 3
- NRBOLYMXWRDLMX-UHFFFAOYSA-N 1-chloro-4-ethenylsulfanylbenzene Chemical compound ClC1=CC=C(SC=C)C=C1 NRBOLYMXWRDLMX-UHFFFAOYSA-N 0.000 claims description 2
- RNVDLDAMMFSMIG-UHFFFAOYSA-N 1-ethenylsulfanyl-4-methylbenzene Chemical compound CC1=CC=C(SC=C)C=C1 RNVDLDAMMFSMIG-UHFFFAOYSA-N 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 229920002554 vinyl polymer Polymers 0.000 claims description 2
- HDULJDRDAYLILV-UHFFFAOYSA-N 1-chloro-4-ethenoxybenzene Chemical compound ClC1=CC=C(OC=C)C=C1 HDULJDRDAYLILV-UHFFFAOYSA-N 0.000 claims 1
- 241000258916 Leptinotarsa decemlineata Species 0.000 claims 1
- 241000144290 Sigmodon hispidus Species 0.000 claims 1
- 235000002595 Solanum tuberosum Nutrition 0.000 claims 1
- 244000061456 Solanum tuberosum Species 0.000 claims 1
- 235000015278 beef Nutrition 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000003921 oil Substances 0.000 description 7
- 241000239290 Araneae Species 0.000 description 5
- 235000013601 eggs Nutrition 0.000 description 5
- 241001124076 Aphididae Species 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000004606 Fillers/Extenders Substances 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 241000488583 Panonychus ulmi Species 0.000 description 3
- GMPDOIGGGXSAPL-UHFFFAOYSA-N Phenyl vinyl sulfide Chemical compound C=CSC1=CC=CC=C1 GMPDOIGGGXSAPL-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 230000003151 ovacidal effect Effects 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 102100026197 C-type lectin domain family 2 member D Human genes 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 101000912615 Homo sapiens C-type lectin domain family 2 member D Proteins 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 241000131102 Oryzaephilus Species 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 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
- 241000607479 Yersinia pestis Species 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003609 aryl vinyl group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical class OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003582 thiophosphoric acids Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 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
- C07F9/1651—Esters of thiophosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF0024248 | 1957-10-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1070171B true DE1070171B (de) | 1959-12-03 |
Family
ID=7091153
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DENDAT1070171D Pending DE1070171B (de) | 1957-10-25 | Verfahren zur Herstellung von Thiophosphorsäureestern |
Country Status (5)
-
0
- DE DENDAT1070171D patent/DE1070171B/de active Pending
- BE BE572348D patent/BE572348A/xx unknown
-
1958
- 1958-10-06 CH CH6470758A patent/CH382141A/de unknown
- 1958-10-14 GB GB3282458A patent/GB877470A/en not_active Expired
- 1958-10-23 FR FR1206459D patent/FR1206459A/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
CH382141A (de) | 1964-09-30 |
BE572348A (US06623731-20030923-C00012.png) | |
GB877470A (en) | 1961-09-13 |
FR1206459A (fr) | 1960-02-10 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE917668C (de) | Verfahren zur Herstellung von neutralen Estern der Dithiophosphorsaeure | |
DE1139117B (de) | Verfahren zur Herstellung von Thiophosphor-, Thiophosphon- und Thiophosphinsaeureestern | |
DE1047776B (de) | Verfahren zur Herstellung von Thionophosphorsaeureestern | |
DE1062237B (de) | Verfahren zur Herstellung von O, O-Dialkylthiolphosphorsaeure- und -thiolthionophosphorsaeure-S-gamma-cyanallylestern | |
DE1070171B (de) | Verfahren zur Herstellung von Thiophosphorsäureestern | |
DE2357526C2 (de) | O-Phenylthionothiolphosphorsäureester, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide und Akarizide | |
DE1238013B (de) | Verfahren zur Herstellung von Dithiolphosphorsaeureestern | |
DE1074034B (de) | Verfahren zur Herstellung von Thiophosphorsäureestern | |
DE1224307B (de) | Verfahren zur Herstellung von Thiophosphorsaeureestern | |
DE1059444B (de) | Verfahren zur Herstellung von Thionophosphorsaeureestern | |
DE1109680B (de) | Verfahren zur Herstellung von Alkylphosphonsaeure-O-alkyl-thiolestern | |
AT200157B (de) | Verfahren zur Herstellung von neuen Thiophosphorsäureestern | |
DE962525C (de) | Verfahren zur Herstellung von Xanthogensaeureestern | |
DE1793188C3 (de) | O-Alkyl-0-phenyl-thiolphosphorsäureester, Verfahren zu Ihrer Herstellung und diese enthaltende Mittel | |
DE1192202B (de) | Verfahren zur Herstellung von (Thiono) Phosphor-(on, in)-saeureestern | |
DE1016260B (de) | Verfahren zur Herstellung von O, O-Dialkyl-thiol-phosphorsaeure-S-mercaptomethyl-triestern | |
DE1076662B (de) | Verfahren zur Herstellung von Amiden der O, O-Dialkyl-dithiophosphoryl-fettsaeuren | |
DE1022582B (de) | Verfahren zur Herstellung von Thionophosphorsaeureestern | |
AT210438B (de) | Verfahren zur Herstellung von neuen Phosphon- bzw. Thiophosphonsäureestern | |
AT233592B (de) | Verfahren zur Herstellung von neuen, beispielsweise zur Schädlingsbekämpfung verwendbaren Organophosphorverbindungen | |
DE1115248B (de) | Verfahren zur Herstellung von Arylthionophosphinsaeure-O-alkylestern | |
DE1238014B (de) | Verfahren zur Herstellung von Phosphorsaeureestern | |
DE1198359B (de) | Verfahren zur Herstellung von Thionothiol-phosphor- (-phosphon, -phosphin)-saeureestern | |
DE1146883B (de) | Verfahren zur Herstellung von Dithiophosphinsaeureestern | |
DE1056121B (de) | Verfahren zur Herstellung von Thiophosphorsaeureestern |