GB1266553A - - Google Patents
Info
- Publication number
- GB1266553A GB1266553A GB1266553DA GB1266553A GB 1266553 A GB1266553 A GB 1266553A GB 1266553D A GB1266553D A GB 1266553DA GB 1266553 A GB1266553 A GB 1266553A
- Authority
- GB
- United Kingdom
- Prior art keywords
- propen
- alkyl
- prepared
- reacting
- formula
- 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
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- -1 1 - Carboethoxy - 1 - propen - 2 - yl Chemical group 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 230000000895 acaricidal effect Effects 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000003014 phosphoric acid esters Chemical class 0.000 abstract 2
- 239000000642 acaricide Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000001069 nematicidal effect Effects 0.000 abstract 1
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 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
-
- 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
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic 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
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/173—Esters of thiophosphoric acids with unsaturated acyclic alcohols
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (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
1,266,553. Unsaturated phosphoric acid esters. SANDOZ Ltd. 23 July, 1969 [9 Aug., 1968; 1 Oct., 1968], No. 37149/69. Heading C2P. Phosphoric acid esters of the general formula where R 1 and R 2 are C 1-3 alkyl, R 3 is C 1-5 alkyl and X is H, Cl or Br, with the proviso that X does not represent Cl or Br when R 3 is a tertiary alkyl radical, are prepared by reacting a compound of formula with a compound of formula R 2 OZ, where Y is Cl or Br and Z is H or an alkali metal, an acid acceptor being used when Z is H. The reaction is preferably carried out in a solvent at a temperature between -10‹ C. and 20‹ C., using stoichiometric quantities of reagents and acid acceptor (when present). The products have insecticidal, acaricidal and nematocidal properties and those wherein (a) R 1 and R 2 are the same or different C 1-3 alkyl, R 3 is t-butyl or tamyl, and X is H and (b) R 1 and R 2 are each different C 1-3 alkyl, R 3 is a primary or secondary C 1-5 alkyl group and X is Cl or Br, are claimed per se. 0 - (1 - Carboethoxy - 1 - propen - 2 - yl) . phos. phorodichloridate is prepared by reacting acetoacetic acid ethyl ester with POCl 3 in molar proportions in the presence of triethylamine. 0 - (I . Carbo t - butoxy - 1 - propen - 2 - yl)- phosphorodichloridate and 0 - (1 - carbomethoxy- 1 - propen - 2 - yl) - phosphorodichloridate are prepared in a similar manner. 0-Ethyl.0-(1. carbomethoxy - 1 - propen - 2 - yl) - phosphoromonochloridate and 0 - n - propyl - 0 - (1 - carbethoxy - 1 - propen - 2 - yl) - phosphoromonochloridate are prepared by reacting the corresponding dichloridate with ethanol and npropanol respectively. These compounds and compositions containing them may be used as insecticides, acaricides or nematodicides.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1197068A CH506562A (en) | 1968-08-09 | 1968-08-09 | Dialkyl crotonyl phosphoric esters insecticides acaricides - and nematocides |
| CH1470268A CH512518A (en) | 1968-10-01 | 1968-10-01 | Dialkyl crotonyl phosphoric esters insecticides acaricides - and nematocides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1266553A true GB1266553A (en) | 1972-03-15 |
Family
ID=25709305
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1266553D Expired GB1266553A (en) | 1968-08-09 | 1969-07-23 |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE737212A (en) |
| DE (1) | DE1940003A1 (en) |
| FR (1) | FR2015362A1 (en) |
| GB (1) | GB1266553A (en) |
| NL (1) | NL6912109A (en) |
-
1969
- 1969-07-23 GB GB1266553D patent/GB1266553A/en not_active Expired
- 1969-08-06 DE DE19691940003 patent/DE1940003A1/en active Pending
- 1969-08-07 BE BE737212D patent/BE737212A/xx unknown
- 1969-08-07 FR FR6927167A patent/FR2015362A1/fr not_active Withdrawn
- 1969-08-08 NL NL6912109A patent/NL6912109A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE1940003A1 (en) | 1970-02-26 |
| BE737212A (en) | 1970-02-09 |
| FR2015362A1 (en) | 1970-04-24 |
| NL6912109A (en) | 1970-02-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |