GB1032255A - Thiophosphonic acid derivatives - Google Patents
Thiophosphonic acid derivativesInfo
- Publication number
- GB1032255A GB1032255A GB4032/63A GB403263A GB1032255A GB 1032255 A GB1032255 A GB 1032255A GB 4032/63 A GB4032/63 A GB 4032/63A GB 403263 A GB403263 A GB 403263A GB 1032255 A GB1032255 A GB 1032255A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- general formula
- atom
- thiophosphonate
- hal
- 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
- 239000002253 acid Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 abstract 2
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 241000607479 Yersinia pestis Species 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 238000007865 diluting Methods 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 239000000428 dust Substances 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 229920000609 methyl cellulose Polymers 0.000 abstract 1
- 239000001923 methylcellulose Substances 0.000 abstract 1
- 235000010981 methylcellulose Nutrition 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 230000000361 pesticidal effect Effects 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000004563 wettable powder Substances 0.000 abstract 1
- 239000000080 wetting agent Substances 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/44—Amides thereof
- C07F9/4434—Amides thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4449—Esters with hydroxyaryl compounds
-
- 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
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing aromatic 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4084—Esters with hydroxyaryl compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention comprises thiophosphonic compounds of the general formula:- <FORM:1032255/C2/1> wherein X is an S atom, Y is a propoxy or isopropoxy group, and R is a hydrogen atom or a C1-C4 alkyl radical. They may be obtained by reacting a compound of the general formula Cl.CH2.P(X)(Y)Hal wherein Hal is a halogen atom with a compound of the general formula: <FORM:1032255/C2/2> in the presence of a hydrogen halide acceptor, e.g. triethylamine or pyridine, while maintaining the reaction temperature at between 0 and 100 DEG C. The reaction may be carried out in the presence of an organic solvent such as benzene, dioxane, toluene or xylene. The products have pesticidal properties (see Division A5).ALSO:Pests are controlled by contacting them with at least one thiophosphonate compound of the general formula: <FORM:1032255/A5-A6/1> wherein X is a sulphur atom, Y is a propoxy or isopropoxy group and R is a hydrogen atom or a C1-C4 alkyl radical (see Division C2). The thiophosphonate compound may be used in the form of a dispersion prepared by dissolving the compound in acetone and then diluting with water containing a sulphonate-type wetting agent and a methyl cellulose as emulsifier. The thiophosphonate compound may also be used in the form of an aqueous or non-aqueous solution, wettable powder, vapour or dust or in its undiluted form.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17285162A | 1962-02-13 | 1962-02-13 | |
| US409286A US3400178A (en) | 1964-11-05 | 1964-11-05 | Omicron-isopropyl-s-(p-tolyl) chloromethyl-phosphonodithioate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1032255A true GB1032255A (en) | 1966-06-08 |
Family
ID=26868530
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4032/63A Expired GB1032255A (en) | 1962-02-13 | 1963-01-31 | Thiophosphonic acid derivatives |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE628297A (en) |
| CH (1) | CH443291A (en) |
| DE (1) | DE1185186B (en) |
| FR (1) | FR1348126A (en) |
| GB (1) | GB1032255A (en) |
| NL (2) | NL136288C (en) |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2714100A (en) * | 1952-08-05 | 1955-07-26 | Victor Chemical Works | Diallyl monochloromethanephosphonate and polymers |
| US2900405A (en) * | 1953-05-29 | 1959-08-18 | Eastman Kodak Co | Halomethanephosphonates |
| US2922810A (en) * | 1953-07-13 | 1960-01-26 | Victor Chemical Works | Chloromethanephosphonic acid esters |
| US2841604A (en) * | 1954-08-23 | 1958-07-01 | Victor Chemical Works | Dialkyl monochloromethanephosphonate esters containing from 3 to 10 carbon atoms in the hydrocarbon radicals |
| US2960522A (en) * | 1954-10-07 | 1960-11-15 | Victor Chemical Works | Dicresyl monochloromethane-phosphonate |
| US2863903A (en) * | 1954-10-07 | 1958-12-09 | Victor Chemical Works | Alkyl aryl monochloromethane-phosphonate esters |
| US2910402A (en) * | 1958-02-21 | 1959-10-27 | Du Pont | Compositions and methods for destroying insects |
| US2988565A (en) * | 1958-11-14 | 1961-06-13 | Victor Chemical Works | O-ethyl-o-ethylmercaptoethyl chloromethylthionophosphonate |
-
0
- NL NL288838D patent/NL288838A/xx unknown
- NL NL136288D patent/NL136288C/xx active
- BE BE628297D patent/BE628297A/xx unknown
-
1963
- 1963-01-31 GB GB4032/63A patent/GB1032255A/en not_active Expired
- 1963-02-11 CH CH167063A patent/CH443291A/de unknown
- 1963-02-12 DE DEST20281A patent/DE1185186B/en active Pending
- 1963-02-13 FR FR924588A patent/FR1348126A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE628297A (en) | |
| NL136288C (en) | |
| NL288838A (en) | |
| DE1185186B (en) | 1965-01-14 |
| FR1348126A (en) | 1964-01-04 |
| CH443291A (en) | 1967-09-15 |
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