CH310395A - 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
- CH310395A CH310395A CH310395DA CH310395A CH 310395 A CH310395 A CH 310395A CH 310395D A CH310395D A CH 310395DA CH 310395 A CH310395 A CH 310395A
- Authority
- CH
- Switzerland
- Prior art keywords
- halogen
- preparation
- containing phosphorus
- compound containing
- 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
- 238000002360 preparation method Methods 0.000 title claims description 3
- 150000002894 organic compounds Chemical class 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 claims description 3
- 239000012442 inert solvent Substances 0.000 claims description 2
- 239000000575 pesticide Substances 0.000 claims description 2
- HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-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
- 229940050176 methyl chloride Drugs 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-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
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000002904 solvent 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
- C07F9/28—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
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 span zu der neuen, Phosphor und Halogen enthaltenden Verbin dung der Formel
EMI0001.0004
gelangt, wenn -man 1 Mol Trimethylphosphit mit 1 Mol Chloral umsetzt. Die neue Verbin dung ist ein hochsiedendes Öl Lind kann als Schädlingsbekämpfungsmittel verwendet wer den.
Die erfindungsgemässe Kondensation er folgt durch Umsetzung der Komponenten in molekularem Verhältnis unter Abspaltung von 1 Mol Methylchlorid. Die Reaktion verläuft exotherm, so dass die Komponenten zweck mässig unter Kühlung und mit inerten Lö sungsmitteln, wie Benzol, Toluol, Äther, Di- oxan, IIexan oder tiefsiedendem Benzin, ver dünnt vereinigt werden. Zur Beendigung der Umsetzung wird die Reaktionsmischung vor teilhaft auf 80-120 erwärmt.
<I>Beispiel:</I> Zu einer Lösung von 14,7 Teilen Ohloral in 40 Volumteilen Benzol wird unter Eisküh- hing eine solche von 12,4 Teilen Trimethyl- phosphit in 20 Volumteilen Benzol gegeben. Wenn keine Temperatursteigerung mehr er folgt, wird während einer Stunde auf 60 bis 70 erwärmt, wobei Methylchlorid entweicht. Anschliessend wird das Lösungsmittel abdestil- liert und der Rückstand im Vakuum fraktio niert.
Das Kondensationsprodukt siedet ein heitlich bei 85-87 /0,2 mm.
Process for the preparation of an organic compound containing phosphorus and halogen. It was found that the new compound containing phosphorus and halogen of the formula
EMI0001.0004
arrives when 1 mole of trimethyl phosphite is reacted with 1 mole of chloral. The new compound is a high-boiling oil and can be used as a pesticide.
The inventive condensation he follows by reacting the components in a molecular ratio with elimination of 1 mol of methyl chloride. The reaction is exothermic, so that the components are conveniently combined with cooling and diluted with inert solvents such as benzene, toluene, ether, dioxane, IIexane or low-boiling gasoline. To complete the reaction, the reaction mixture is partially heated to 80-120.
<I> Example: </I> To a solution of 14.7 parts of Ohloral in 40 parts by volume of benzene, a solution of 12.4 parts of trimethylphosphite in 20 parts by volume of benzene is added while cooling with ice. When the temperature does not increase any more, the mixture is heated to 60 to 70 for one hour, with methyl chloride escaping. The solvent is then distilled off and the residue is fractionated in vacuo.
The condensation product boils uniformly at 85-87 / 0.2 mm.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH300840T | 1951-09-25 | ||
CH310395T | 1951-09-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH310395A true CH310395A (en) | 1955-10-15 |
Family
ID=25734285
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH310395D CH310395A (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) | CH310395A (en) |
-
1951
- 1951-09-25 CH CH310395D patent/CH310395A/en unknown
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