GB967081A - (thio)-phosphoric (phosphonic, phosphinic) acid esters and processes for their production - Google Patents
(thio)-phosphoric (phosphonic, phosphinic) acid esters and processes for their productionInfo
- Publication number
- GB967081A GB967081A GB3932361A GB3932361A GB967081A GB 967081 A GB967081 A GB 967081A GB 3932361 A GB3932361 A GB 3932361A GB 3932361 A GB3932361 A GB 3932361A GB 967081 A GB967081 A GB 967081A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- formula
- phosphorus containing
- alkyl
- radical
- 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
- 150000002148 esters Chemical class 0.000 title abstract 3
- 239000002253 acid Substances 0.000 title abstract 2
- 125000000446 sulfanediyl group Chemical group *S* 0.000 title 1
- -1 alkyl radicals Chemical class 0.000 abstract 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 abstract 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 229910052698 phosphorus Inorganic materials 0.000 abstract 3
- 239000011574 phosphorus Substances 0.000 abstract 3
- 241001124076 Aphididae Species 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 239000001301 oxygen Chemical group 0.000 abstract 2
- 229910052760 oxygen Chemical group 0.000 abstract 2
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 abstract 1
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 abstract 1
- 241000426497 Chilo suppressalis Species 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 241001325166 Phacelia congesta Species 0.000 abstract 1
- 241001454295 Tetranychidae Species 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 239000000440 bentonite Substances 0.000 abstract 1
- 229910000278 bentonite Inorganic materials 0.000 abstract 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- 239000007788 liquid Chemical group 0.000 abstract 1
- HNPPKZRZKDKXDO-UHFFFAOYSA-N n,n-dimethylformamide;propan-2-one Chemical compound CC(C)=O.CN(C)C=O HNPPKZRZKDKXDO-UHFFFAOYSA-N 0.000 abstract 1
- 230000000361 pesticidal effect Effects 0.000 abstract 1
- 239000007787 solid Chemical group 0.000 abstract 1
- 239000000454 talc Substances 0.000 abstract 1
- 229910052623 talc Inorganic materials 0.000 abstract 1
- 239000010455 vermiculite Substances 0.000 abstract 1
- 229910052902 vermiculite Inorganic materials 0.000 abstract 1
- 235000019354 vermiculite Nutrition 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 229910001868 water Inorganic materials 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)]
- C07F9/40—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
-
- 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
- A01N57/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34
- A01N57/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
-
- 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
- C07F9/18—Esters of thiophosphoric acids with hydroxyaryl compounds
-
- 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
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/32—Esters thereof
- C07F9/3258—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/3282—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
Phosphorus containing esters of the formula <FORM:0967081/C1/1> in which R,1 and R2, which may be the same or different, are C1 or C2 alkyl or alkoxy, R is a methyl or methoxy radical in position 2 or 3, with the proviso that R1 and R2 are both alkyl radicals if R is a methyl radical in position 3 and, X is sulphur or oxygen are claimed as novel compounds, suitable for active ingredients in insecticidal compositions (see Division A5) and are made by reacting a phosphorus containing compound of the formula R1R2P(X)-halogen R1, R2 and X having the meanings above and "Hal" is a halogen atom other than fluorine, with a corresponding 4 nitrophenol, the reaction being effected in the presence of an acid binding agent or the alkali metal salt of the nitrophenol being used. It is preferable to carry out the reaction in an inert solvent e.g. hydrocarbons, lower aliphatic ketones, chlorbenzene, toluene, xylene, methyl ethyl ketone. Numerous detailed examples are given. Specifications 644,616 and 655,875 are referred to.ALSO:Pesticidal compositions, suitable for use against aphids, rice stalk borers, caterpillars, plant lice and spider mites contain a novel phosphorus containing ester (see Division C2) of the formula <FORM:0967081/A5-A6/1> in which R1 and R2, which may be the same or different or C1 or C2 alkyl or alkoxy, R is a methyl or methoxy radical in position 2 or 3 with the proviso R1 and R2 are both alkyl radicals if R is a methyl radical in position 3, and X is sulphur or oxygen, and solid or liquid extending or diluting agent, of which class chalk, talc, bentonite and vermiculite, water optionally in conjunction with e.g. acetone dimethyl formamide and/or non-ionic emulsifiers are specified. Specifications 644,616 and 655,875 are referred to.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0032452 | 1960-11-02 | ||
| DEF33078A DE1176653B (en) | 1961-01-27 | 1961-01-27 | Process for the production of (thiono) phosphonic (- in -) - acid esters |
| DEF0033766 | 1961-04-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB967081A true GB967081A (en) | 1964-08-19 |
Family
ID=27210200
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3932361A Expired GB967081A (en) | 1960-11-02 | 1961-11-02 | (thio)-phosphoric (phosphonic, phosphinic) acid esters and processes for their production |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH422822A (en) |
| GB (1) | GB967081A (en) |
| NL (1) | NL270950A (en) |
-
0
- NL NL270950D patent/NL270950A/xx unknown
-
1961
- 1961-10-30 CH CH1250561A patent/CH422822A/en unknown
- 1961-11-02 GB GB3932361A patent/GB967081A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL270950A (en) | |
| CH422822A (en) | 1966-10-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| PL84208B1 (en) | ||
| GB748299A (en) | Neutral esters of dithiophosphoric acid | |
| US3499951A (en) | O-alkyl,s,s-diaryl dithiophosphates | |
| GB867441A (en) | New thiophosphate esters | |
| GB833863A (en) | Improvements in phosphorus-containing insecticides and their preparation | |
| GB1234845A (en) | Phosphoric, phosphonic, thionophosphonic and thionophosphoric acid esters | |
| GB994248A (en) | Phosphorus-containing esters | |
| GB967081A (en) | (thio)-phosphoric (phosphonic, phosphinic) acid esters and processes for their production | |
| GB874570A (en) | Thiophosphoric acid esters | |
| GB903795A (en) | Thiophosphonic acid esters | |
| US2829111A (en) | Azidoethyl-thiophosphoric acid esters | |
| US2956074A (en) | Thiophosphoric acid esters | |
| SE7710904L (en) | N, N-DIMETHYL-O-PYRAZOLYL-CARBAMIC ACID ESTERS FOR USE AS INSECTICIDES AND METHODS OF PREPARING THE ASSOCIATIONS | |
| GB957827A (en) | New phosphorus-containing esters | |
| GB898910A (en) | Phosphorothioic esters and process for obtaining them | |
| US3402224A (en) | Diacid ester dimethyl thioether diphosphorus compounds | |
| GB864433A (en) | Thiophosphoric acid esters | |
| GB845373A (en) | Dithiophosphoric acid esters and process for their production | |
| US3702890A (en) | Methods of combatting insects,fungi or nematodes using phosphono thioester amidates | |
| GB820522A (en) | Thiophosphoric acid esters and their production | |
| GB1253646A (en) | O-chloro- or o-bromo-alkyl-s-benzyl-s'-alkyldithiol-phosphoric acid esters | |
| GB1057609A (en) | New aromatic phosphoric or thiophosphoric or phosphonic or thiophosphonic acid esters, and pesticidal preparations containing them | |
| GB812045A (en) | Sulphinyl-phosphoric and-thiophosphoric acid esters | |
| US3408425A (en) | S-phenylmercaptocyanomethyl phosphoric-onic or-inic acid esters | |
| GB965520A (en) | Phosphorus-containing heterocyclic esters |