CH310399A - Process for the preparation of an organic compound containing phosphorus and halogen. - Google Patents
Process for the preparation of an organic compound containing phosphorus and halogen.Info
- Publication number
- CH310399A CH310399A CH310399DA CH310399A CH 310399 A CH310399 A CH 310399A CH 310399D A CH310399D A CH 310399DA CH 310399 A CH310399 A CH 310399A
- Authority
- CH
- Switzerland
- Prior art keywords
- halogen
- compound containing
- containing phosphorus
- preparation
- organic compound
- Prior art date
Links
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title claims description 4
- 229910052736 halogen Inorganic materials 0.000 title claims description 4
- 150000002367 halogens Chemical class 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 title claims description 4
- 239000011574 phosphorus Substances 0.000 title claims description 4
- 150000002894 organic compounds Chemical class 0.000 title description 2
- 238000002360 preparation method Methods 0.000 title description 2
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 claims description 4
- RVSIFWBAGVMQKT-UHFFFAOYSA-N 1,1,1,3,3-pentachloropropan-2-one Chemical compound ClC(Cl)C(=O)C(Cl)(Cl)Cl RVSIFWBAGVMQKT-UHFFFAOYSA-N 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 3
- 239000012442 inert solvent Substances 0.000 claims description 2
- 239000000575 pesticide Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- -1 dicoxane Chemical compound 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 239000011541 reaction mixture Substances 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
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/141—Esters of phosphorous acids
- C07F9/142—Esters of phosphorous acids with hydroxyalkyl compounds without 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)
Description
Verfahren zur Herstellung einer Phosphor und Halogen enthaltenden organischen Verbindung. Es wurde gefunden, dass man zu einer neuen, Phosphor und Halogen enthaltenden Verbindung gelangt, wenn man 1 Mol Tri- äthylphosphit mit 1Mo1 Pentachloraceton um setzt. Die neue Verbindung ist ein hochsie dendes Öl und kann als Schädlingsbekämp fungsmittel verwendet werden.
Die erfindungsgemässe Kondensation er folgt durch Umsetzung der Komponenten iri i molekularem Verhältnis unter Abspaltung von 1 yIol Äthylchlorid. Die Reaktion verläuft exotherm, so dass die Komponenten zweek- tnässig unter Kühlung und mit inerten Lö sungsmitteln, wie Benzol, Toluol, Äther, Di- c oxan,
Hexan oder tiefsiedendem Benzin, ver dünnt vereinigt werden. Zur Beendigung der Umsetzung wird die Reaktionsmischung vor teilhaft auf 80 bis 120 C erwärmt. Beispiel: Zu einer Lösung von 16,6 Teilen Triäthyl- phosphit in 15 Volumteilen Benzol werden in Portionen unter Eiskühlung 11,2 Teile Pentachloraceton zugegeben, wobei bei jeder Zugabe eine starke Reaktion erfolgt.
Nach einstündigem Stehen bei Raumtemperatur wird das Benzol und das überschüssige Tri- äthylphosphit auf dem Dampfbad im Vakuum entfernt. Man erhält 19,8 Teile des Konden sationsproduktes, welches bei 124 bis 125 C/ 0,02 mm destilliert.
Process for the preparation of an organic compound containing phosphorus and halogen. It has been found that a new compound containing phosphorus and halogen is obtained if 1 mol of tri-ethyl phosphite is reacted with 1 mol of pentachloroacetone. The new compound is a high boiling oil and can be used as a pesticide.
The inventive condensation is carried out by reacting the components in a molecular ratio with the elimination of 1 yol of ethyl chloride. The reaction takes place exothermically, so that the components two-way with cooling and with inert solvents such as benzene, toluene, ether, dicoxane,
Hexane or low-boiling gasoline, diluted can be combined. To end the reaction, the reaction mixture is heated to 80 to 120 C before part. Example: To a solution of 16.6 parts of triethyl phosphite in 15 parts by volume of benzene, 11.2 parts of pentachloroacetone are added in portions with ice-cooling, a strong reaction taking place with each addition.
After standing for one hour at room temperature, the benzene and the excess triethyl phosphite are removed in vacuo on the steam bath. 19.8 parts of the condensation product are obtained, which distills at 124 to 125 ° C./0.02 mm.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH300840T | 1951-09-25 | ||
| CH310399T | 1951-09-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH310399A true CH310399A (en) | 1955-10-15 |
Family
ID=25734289
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH310399D CH310399A (en) | 1951-09-25 | 1951-09-25 | Process for the preparation of an organic compound containing phosphorus and halogen. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH310399A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3149142A (en) * | 1956-11-26 | 1964-09-15 | Du Pont | Fluorovinyl phosphates and the preparation thereof |
-
1951
- 1951-09-25 CH CH310399D patent/CH310399A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3149142A (en) * | 1956-11-26 | 1964-09-15 | Du Pont | Fluorovinyl phosphates and the preparation thereof |
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