GB771634A - A process for the production of o,o-dimethyl-o-(-ß,-ß dichlorovinyl)-phosphate - Google Patents
A process for the production of o,o-dimethyl-o-(-ß,-ß dichlorovinyl)-phosphateInfo
- Publication number
- GB771634A GB771634A GB13757/55A GB1375755A GB771634A GB 771634 A GB771634 A GB 771634A GB 13757/55 A GB13757/55 A GB 13757/55A GB 1375755 A GB1375755 A GB 1375755A GB 771634 A GB771634 A GB 771634A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dimethyl
- dichlorovinyl
- phosphate
- specifications
- fertilizer
- 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
- 229910019142 PO4 Inorganic materials 0.000 title abstract 5
- 239000010452 phosphate Substances 0.000 title abstract 5
- -1 dichlorovinyl Chemical group 0.000 title 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- 241000196324 Embryophyta Species 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 239000003337 fertilizer Substances 0.000 abstract 3
- 239000000417 fungicide Substances 0.000 abstract 3
- 230000000749 insecticidal effect Effects 0.000 abstract 3
- 239000002917 insecticide Substances 0.000 abstract 3
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- 230000000855 fungicidal effect Effects 0.000 abstract 2
- 239000003701 inert diluent Substances 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- 239000007787 solid Substances 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 abstract 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 abstract 1
- 239000005749 Copper compound Substances 0.000 abstract 1
- YVGGHNCTFXOJCH-UHFFFAOYSA-N DDT Chemical compound C1=CC(Cl)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(Cl)C=C1 YVGGHNCTFXOJCH-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 240000004460 Tanacetum coccineum Species 0.000 abstract 1
- ROVGZAWFACYCSP-MQBLHHJJSA-N [2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-MQBLHHJJSA-N 0.000 abstract 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 abstract 1
- 150000008041 alkali metal carbonates Chemical class 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000001880 copper compounds Chemical class 0.000 abstract 1
- RYZZMYXTNUJGMU-UHFFFAOYSA-N dodecyl thiocyanate Chemical compound CCCCCCCCCCCCSC#N RYZZMYXTNUJGMU-UHFFFAOYSA-N 0.000 abstract 1
- UWRBYRMOUPAKLM-UHFFFAOYSA-L lead arsenate Chemical compound [Pb+2].O[As]([O-])([O-])=O UWRBYRMOUPAKLM-UHFFFAOYSA-L 0.000 abstract 1
- 150000002730 mercury Chemical class 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 229960002715 nicotine Drugs 0.000 abstract 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 abstract 1
- 229950000688 phenothiazine Drugs 0.000 abstract 1
- 229940015367 pyrethrum Drugs 0.000 abstract 1
- 229940080817 rotenone Drugs 0.000 abstract 1
- JUVIOZPCNVVQFO-UHFFFAOYSA-N rotenone Natural products O1C2=C3CC(C(C)=C)OC3=CC=C2C(=O)C2C1COC1=C2C=C(OC)C(OC)=C1 JUVIOZPCNVVQFO-UHFFFAOYSA-N 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/113—Esters of phosphoric acids with unsaturated acyclic alcohols
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)
- Fertilizers (AREA)
Abstract
The invention comprises as a new product O,O - dimethyl - O - (b ,b - dichlorovinyl) - phosphate (Cl2C=CH-O-P(O)(OCH3)2). It can be obtained by reacting (b ,b ,b -trichloro-a -hydroxyethyl)-dimethyl phosphonate with an alkaline reacting substance, e.g. an alkali metal hydroxide, alkali metal carbonate, ammonia, or organic amine. The reaction is preferably carried out in water or in a water-soluble low-molecular weight aliphatic alcohol. The reaction temperature can be within the range of 0 DEG to 100 DEG C., temperatures of 20 DEG to 70 DEG C. being preferred. Examples are given in which ammonia, sodium methylate, triethylamine, sodium hydroxide, and sodium carbonate respectively are used as the alkaline reacting substance. The product is stated to have good insecticidal properties and may be used in combination with a liquid or solid inert diluent and with other insecticides or with a fungicide, plant food or fertilizer (see Groups I and VI). Specifications 731,506 and 739,726 are referred to.ALSO:An insecticidal composition comprises O,O-dimethyl-O-(b ,b -dichlorovinyl)-phosphate and a plant food or fertilizer compatible therewith. Specifications 731,506 and 739,726 [both in Group IV(b)] are referred to.ALSO:An insecticidal composition comprises O, O-dimethyl-O-(b , b -dichlorovinyl)-phosphate and a liquid or solid inert diluent, or another insecticide, fungicide, plant food or fertilizer, which is compatible with O, O-dimethyl-O-(b , b -dichlorovinyl)-phosphate. Other insecticides specified are lead arsenate, nicotine, rotenone, pyrethrum, benzene hexachloride, 1, 1, 1-trichloro-2, 2-di(p-chlorophenyl)-ethane, dodecyl thiocyanate, and phenothiazine and specified fungicides are sulphur, copper compounds, and mercury salts. Specifications 731,506 and 739,726 [Group IV(b)] are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE771634X | 1954-05-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB771634A true GB771634A (en) | 1957-04-03 |
Family
ID=6679125
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB13757/55A Expired GB771634A (en) | 1954-05-25 | 1955-05-12 | A process for the production of o,o-dimethyl-o-(-ß,-ß dichlorovinyl)-phosphate |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB771634A (en) |
-
1955
- 1955-05-12 GB GB13757/55A patent/GB771634A/en not_active Expired
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