DE1016260B - Verfahren zur Herstellung von O, O-Dialkyl-thiol-phosphorsaeure-S-mercaptomethyl-triestern - Google Patents
Verfahren zur Herstellung von O, O-Dialkyl-thiol-phosphorsaeure-S-mercaptomethyl-triesternInfo
- Publication number
- DE1016260B DE1016260B DEF19748A DEF0019748A DE1016260B DE 1016260 B DE1016260 B DE 1016260B DE F19748 A DEF19748 A DE F19748A DE F0019748 A DEF0019748 A DE F0019748A DE 1016260 B DE1016260 B DE 1016260B
- Authority
- DE
- Germany
- Prior art keywords
- thiol
- dialkyl
- phosphoric acid
- mercaptomethyl
- triesters
- 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
- 238000004519 manufacturing process Methods 0.000 title description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 16
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 7
- -1 aromatic Mercaptans Chemical class 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 description 12
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- 239000003921 oil Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 4
- 239000008098 formaldehyde solution Substances 0.000 description 4
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 2
- 230000000749 insecticidal effect Effects 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- KJRCEJOSASVSRA-UHFFFAOYSA-N propane-2-thiol Chemical compound CC(C)S KJRCEJOSASVSRA-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 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
- 241001454295 Tetranychidae Species 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- SUVIGLJNEAMWEG-UHFFFAOYSA-N propane-1-thiol Chemical compound CCCS SUVIGLJNEAMWEG-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 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
- 150000003580 thiophosphoric acid esters Chemical class 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 238000010626 work up procedure Methods 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)
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE555653D BE555653A (fr) | 1956-03-09 | ||
DEF19748A DE1016260B (de) | 1956-03-09 | 1956-03-09 | Verfahren zur Herstellung von O, O-Dialkyl-thiol-phosphorsaeure-S-mercaptomethyl-triestern |
CH352999D CH352999A (de) | 1956-03-09 | 1957-02-20 | Verfahren zur Herstellung von a-Methyl-merkapto-thiol-phosphorsäureestern |
FR1169205D FR1169205A (fr) | 1956-03-09 | 1957-03-08 | Procédé pour la préparation d'esters alpha-méthylmercapto-thiol-phosphoriques |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF19748A DE1016260B (de) | 1956-03-09 | 1956-03-09 | Verfahren zur Herstellung von O, O-Dialkyl-thiol-phosphorsaeure-S-mercaptomethyl-triestern |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1016260B true DE1016260B (de) | 1957-09-26 |
Family
ID=7089428
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEF19748A Pending DE1016260B (de) | 1956-03-09 | 1956-03-09 | Verfahren zur Herstellung von O, O-Dialkyl-thiol-phosphorsaeure-S-mercaptomethyl-triestern |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE555653A (fr) |
CH (1) | CH352999A (fr) |
DE (1) | DE1016260B (fr) |
FR (1) | FR1169205A (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3025316A (en) * | 1958-10-18 | 1962-03-13 | Bayer Ag | Thiophosphoric acid esters and a process for their production |
DE1138977B (de) * | 1960-02-24 | 1962-10-31 | Ciba Geigy | Schaedlingsbekaempfungsmittel |
DE1212777B (de) * | 1963-11-07 | 1966-03-17 | Bayer Ag | Fungitoxische Mittel |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2565921A (en) * | 1948-03-26 | 1951-08-28 | American Cyanamid Co | Condensation of o, o-diesters of dithiophosphoric acid and aliphatic alcohols or mercaptans with higher aliphatic aldehydes |
US2565920A (en) * | 1948-03-26 | 1951-08-28 | American Cyanamid Co | Triesters of dithiophosphoric acid |
DE830509C (de) * | 1950-05-24 | 1952-02-04 | Bayer Ag | Verfahren zur Herstellung von neutralen Estern der Thiophosphorsaeure |
US2586655A (en) * | 1948-03-26 | 1952-02-19 | American Cyanamid Co | S-alkoxymethyl-o, o'-dialkyldithiophosphates |
-
0
- BE BE555653D patent/BE555653A/fr unknown
-
1956
- 1956-03-09 DE DEF19748A patent/DE1016260B/de active Pending
-
1957
- 1957-02-20 CH CH352999D patent/CH352999A/de unknown
- 1957-03-08 FR FR1169205D patent/FR1169205A/fr not_active Expired
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2565921A (en) * | 1948-03-26 | 1951-08-28 | American Cyanamid Co | Condensation of o, o-diesters of dithiophosphoric acid and aliphatic alcohols or mercaptans with higher aliphatic aldehydes |
US2565920A (en) * | 1948-03-26 | 1951-08-28 | American Cyanamid Co | Triesters of dithiophosphoric acid |
US2586655A (en) * | 1948-03-26 | 1952-02-19 | American Cyanamid Co | S-alkoxymethyl-o, o'-dialkyldithiophosphates |
DE833807C (de) * | 1948-03-26 | 1952-03-13 | American Cyanamid Co | Verfahren zur Herstellung von Dithiophosphorsaeuretriestern |
DE830509C (de) * | 1950-05-24 | 1952-02-04 | Bayer Ag | Verfahren zur Herstellung von neutralen Estern der Thiophosphorsaeure |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3025316A (en) * | 1958-10-18 | 1962-03-13 | Bayer Ag | Thiophosphoric acid esters and a process for their production |
DE1138977B (de) * | 1960-02-24 | 1962-10-31 | Ciba Geigy | Schaedlingsbekaempfungsmittel |
DE1212777B (de) * | 1963-11-07 | 1966-03-17 | Bayer Ag | Fungitoxische Mittel |
Also Published As
Publication number | Publication date |
---|---|
BE555653A (fr) | |
FR1169205A (fr) | 1958-12-24 |
CH352999A (de) | 1961-03-31 |
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