CH310409A - 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
- CH310409A CH310409A CH310409DA CH310409A CH 310409 A CH310409 A CH 310409A CH 310409D A CH310409D A CH 310409DA CH 310409 A CH310409 A CH 310409A
- Authority
- CH
- Switzerland
- Prior art keywords
- halogen
- preparation
- compound containing
- containing phosphorus
- organic compound
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title claims description 3
- 229910052736 halogen Inorganic materials 0.000 title claims description 3
- 150000002367 halogens Chemical class 0.000 title claims description 3
- 229910052698 phosphorus Inorganic materials 0.000 title claims description 3
- 239000011574 phosphorus Substances 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims 2
- 150000002894 organic compounds Chemical class 0.000 title description 2
- 238000009835 boiling Methods 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- -1 trichloroacetic acid thioethyl ester Chemical class 0.000 claims description 3
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 claims description 3
- 239000012442 inert solvent Substances 0.000 claims description 2
- 239000000575 pesticide Substances 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 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
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 239000012230 colorless oil Substances 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
- 238000004821 distillation Methods 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
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000003921 oil Substances 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
- C07F9/28—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
<B>Verfahren zur</B> Herstellung <B>einer Phosphor und Halogen enthaltenden organischen Verbindung.</B> Es wurde gefunden, dass man zu der neuen, Phosphor und Halogen enthaltenden Verbin dung der Formel
EMI0001.0002
gelangt, wenn man 1 lIol Triäthylphosphit mit 1 Mol Trichloressigsäure-thioäthylester umsetzt. Die neue Verbindung ist ein hochsie dendes Öl und kann als Schädlingsbekämp fungsmittel verwendet werden.
Die erfindungsgemässe Kondensation er folgt durch Umsetzung der Komponenten in molekularem Verhältnis unter Abspaltung von 1 Mol Äthylchlorid. Die Reaktion verläuft exo- therm, so dass die Komponenten zweckmässig unter Kühlung und mit inerten Lösungsmit teln, wie Benzol, Toluol, Äther, Dioxan, Hexan oder tiefsiedendem Benzin, verdünnt vereinigt werden.
Zur Beendigung der Umsetzung wird die Reaktionsmischung vorteilhaft auf 80 bis 120 erwärmt.
<I>Beispiel:</I> <B>20,7</B> Teile TrichloressigsäLire-thioäthylester werden mit 16,6 Teilen Triäthylphosphit ver mischt und stehengelassen. Nach kurzer Zeit beginnt die Reaktion, mid die Temperatur wird durch Kühlen bei 60-70 <B>0</B> gehalten. Wenn keine Temperatursteigerung mehr er folgt, wird während 2 Stunden auf 70-80 erhitzt. Bei der anschliessenden Destillation im Vakuum erhält man das Kondensationspro dukt, das ein farbloses, bei 117-119 /0,2 mm siedendes Öl mit schwachem, mercaptanähnli- chem Geruch ist.
<B> Process for </B> the production <B> of an organic compound containing phosphorus and halogen. </B> It has been found that the novel compound of the formula
EMI0001.0002
obtained if 1 lol of triethyl phosphite is reacted with 1 mol of trichloroacetic acid thioethyl ester. 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 ethyl chloride. The reaction is exothermic, so that the components are advantageously combined with cooling and diluted with inert solvents such as benzene, toluene, ether, dioxane, hexane or low-boiling gasoline.
The reaction mixture is advantageously heated to 80 to 120 to terminate the reaction.
<I> Example: </I> <B> 20.7 </B> parts of trichloroacetic acid thioethyl ester are mixed with 16.6 parts of triethyl phosphite and left to stand. After a short time the reaction begins, and the temperature is kept at 60-70 ° by cooling. If there is no longer any increase in temperature, it is heated to 70-80 for 2 hours. The subsequent distillation in vacuo gives the condensation product, which is a colorless oil boiling at 117-119 / 0.2 mm with a faint, mercaptan-like odor.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH310409T | 1951-09-25 | ||
| CH300840T | 1951-09-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH310409A true CH310409A (en) | 1955-10-15 |
Family
ID=25734299
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH310409D CH310409A (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) | CH310409A (en) |
-
1951
- 1951-09-25 CH CH310409D patent/CH310409A/en unknown
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