Diethyl chlorothiophosphate

Structural formula
General
Surname	Diethyl chlorothiophosphate
other names	Thiophosphoric acid O , O diethyl ester chloride O , O- diethylthiophosphoryl chloride Diethyl chlorothiophosphate O , O- diethylthiophosphoric acid chloride DECTP DEPCT
Molecular formula	C 4 H 10 ClO 2 PS
Brief description	colorless liquid
External identifiers / databases
CAS number 2524-04-1 EC number 219-755-4 ECHA InfoCard 100.017.960 PubChem 17305 Wikidata Q1223252
properties
Molar mass	188.61 g mol −1
Physical state	liquid
density	1.194 g cm −3
Melting point	<0 ° C
boiling point	60 ° C (2.6 hPa )
Vapor pressure	1.87 hPa (50 ° C)
solubility	slow decomposition in water
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 302-311-330-314-411 P: 260-280-310-305 + 351 + 338-303 + 361 + 353
Toxicological data	1340 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

O , O -diethylchlorothiophosphate is a chemical compound from the group of thiophosphoric acid esters and organic chlorine compounds .

Extraction and presentation

O , O -Diethylchlorothiophosphate can be obtained by reaction of thiophosphoryl trichloride with ethanol

${\displaystyle \mathrm {PSCl_{3}+2\ C_{2}H_{5}OH\rightarrow (C_{2}H_{5}O)_{2}PSCl+2\ HCl} }$

or by reaction of phosphorus pentasulfide with ethanol and subsequent chlorination of the intermediate product formed.

properties

O , O -Diethylchlorothiophosphate is a moisture-sensitive, colorless to yellowish liquid with a pungent odor, which slowly decomposes in water. It is soluble in many organic solvents.

use

Diethylchlorothiophosphate is used as an intermediate in the manufacture of insecticides such as Chlorpyrifos , Coumaphos , Diazinon , Parathion , Phoxim and Triazophos .

safety instructions

The vapors of O , O -diethylchlorothiophosphate can form an explosive mixture with air ( flash point 97 ° C).

Individual evidence

1. ↑ ^{a b c d e f g h i j k} Entry on O, O-diethyl chlorothiophosphate in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
2. ↑ Herman Harry Szmant: Organic building blocks of the chemical industry . John Wiley & Sons, 1989, ISBN 978-0-471-85545-3 ( page 232 in the Google book search).
3. ↑ Entry on Diethyl Chlorothiophosphate at TCI Europe, accessed on July 13, 2011.
4. ↑ Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 1032 ( limited preview in Google Book search).