CH310402A - 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
- CH310402A CH310402A CH310402DA CH310402A CH 310402 A CH310402 A CH 310402A CH 310402D A CH310402D A CH 310402DA CH 310402 A CH310402 A CH 310402A
- Authority
- CH
- Switzerland
- Prior art keywords
- halogen
- preparation
- organic compound
- compound containing
- containing phosphorus
- 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 description 3
- 150000002894 organic compounds Chemical class 0.000 title description 2
- 238000009835 boiling Methods 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000006243 chemical reaction Methods 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 12
- 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
- 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
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000001816 cooling Methods 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
- 239000000203 mixture 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
- C07F9/4056—Esters of arylalkanephosphonic acids
- C07F9/4059—Compounds containing the structure (RY)2P(=X)-(CH2)n-C(=O)-(CH2)m-Ar, (X, Y = O, S, Se; n>=1, m>=0)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<B>Verfahren</B> zur <B>Herstellung 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 Mol Triäthylphosphit mit 1 Mol 4-Chlor-co-trichloracetophenon um setzt. Die neue Verbindung ist ein hochsieden des Öl und kann als Schädlingsbekämpfungs mittel verwendet werden.
Die erfindungsgemässe Kondensation er folgt durch Umsetzung der Komponenten in molekularem Verhältnis unter Abspaltung von 1 Mol Äthylchlorid. Die Reaktion verläuft exotherm, so dass die Komponenten zweck mässig unter Kühlung und mit inerten Lö- s2-tngsmitteln, wie Benzol, Toluol, Äther, Di- oxan, Hexan oder tiefsiedendem Benzin, ver dünnt vereinigt werden. Zur Beendigung der Umsetzung wird die Reaktionsmischung vor teilhaft auf 80-120 erwärmt.
<I>Beispiel:</I> In einer Lösung von 25,3 Teilen 4-Chlor- artrichloracetophenon in 10 Volumteilen Ben zol wird allmählich eine solche von 16,6 Teilen Triäthylphosphit in 10 Volumteilen Benzol ge geben, wobei durch mässiges Kühlen die Tem- peratur unter 60 gehalten wird. Wenn die Temperatur nicht mehr steigt und die anfangs lebhafte Gasentwicklung aufgehört hat, wird noch 30 Minuten auf dem Dampfbad erhitzt und anschliessend das Benzol im Vakuum ab destilliert.
Aus dem Rückstand werden durch Destillation 19,4 Teile des Kondensationspro duktes als farbloses, bei 170 /0,05 mm sieden des Öl gewonnen.
<B> Process </B> for the <B> preparation of an organic compound containing phosphorus and halogen. </B> It has been found that the novel compound of the formula
EMI0001.0002
obtained when 1 mol of triethyl phosphite with 1 mol of 4-chloro-co-trichloroacetophenone sets. The new compound is a boiling point of the 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. To complete the reaction, the reaction mixture is partially heated to 80-120.
<I> Example: </I> In a solution of 25.3 parts of 4-chloro artrichloroacetophenone in 10 parts by volume of benzene, a solution of 16.6 parts of triethyl phosphite in 10 parts by volume of benzene is gradually added, the temp - The temperature is kept below 60. When the temperature no longer rises and the initially vigorous evolution of gas has ceased, the mixture is heated on the steam bath for another 30 minutes and the benzene is then distilled off in vacuo.
19.4 parts of the condensation product are obtained from the residue as a colorless, boiling at 170 / 0.05 mm of the oil by distillation.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH310402T | 1951-09-25 | ||
| CH300840T | 1951-09-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH310402A true CH310402A (en) | 1955-10-15 |
Family
ID=25734292
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH310402D CH310402A (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) | CH310402A (en) |
-
1951
- 1951-09-25 CH CH310402D patent/CH310402A/en unknown
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