Chlorthiophos

Structural formula
	Main component in addition to other structural isomers
General
Surname	Chlorthiophos
other names	O - (2,5-dichloro-4- (methylthio) phenyl) O, O -diethylphosphorothioate; O - (2,5-dichloro-4- (methylthio) phenyl) O, O -diethylthiophosphate; Thiophosphoric acid O - (2,5-dichloro-4- (methylthio) phenyl) - O, O -diethyl ester; Celathion;
Molecular formula	C 11 H 15 Cl 2 O 3 PS 2
Brief description	yellow-brown liquid
External identifiers / databases
EC number	244-663-6
ECHA InfoCard	100.040.588
PubChem	30859
Wikidata	Q5103231
properties
Molar mass	361.24 g mol −1
Physical state	liquid
density	1.345 g cm −3
Melting point	<25 ° C
boiling point	153–158 ° C (0.017 hPa )
Vapor pressure	0.53 mPa (25 ° C)
solubility	practically insoluble in water (0.3 mg l −1 at 20 ° C)
safety instructions
H and P phrases	H: 300-310-400
	P: 264-273-280-301 + 310-302 + 350-310
Toxicological data	13 mg kg −1 ( LD 50 , rat , oral ) ; 31 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Chlorthiophos is an outdated plant protection product from the group of thiophosphoric acid esters , which was introduced as an insecticide by CH Boehringer Sohn / Cela GmbH around 1970 .

Extraction and presentation

During production, a reaction mass is created consisting of several isomeric compounds, the main component being O - (2,5-dichloro-4- (methylthio) phenyl) - O , O -diethylthiophosphate.

Isomers

The mixture of different structural isomers has different substitution patterns on the aromatic ring:

O - (2,5-dichloro-4- (methylthio) phenyl) - O , O -diethylthiophosphate (approx. 73%)

O - (4,5-dichloro-2- (methylthio) phenyl) - O , O -diethylthiophosphate (approx. 13%)

O - (2,4-dichloro-5- (methylthio) phenyl) - O , O -diethylthiophosphate (approx. 14%)

Admission

The World Health Organization has classified Chlorthiophos as a discontinued pesticide active ingredient since 2009.

No plant protection products containing this active ingredient are permitted in the EU or Switzerland .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f The Pesticide Manual, Volume 16 ( Memento of July 14, 2014 in the Internet Archive ) pp. 126–127
↑ ^a ^b ^c ^d ^e ^f Entry on Chlorthiophos in the GESTIS substance database of the IFA , accessed on February 7, 2017(JavaScript required) .
↑ Entry on Chlorthiophos in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Patent DE1298990 : O, O-Dialkyl-O- ( 2,5 -dichloro-4-alkyl-mercapto-phenyl) -thionophosphate and process for their preparation. Registered on November 22, 1966 , published on July 10, 1969 , applicant: Boehringer Sohn Ingelheim, inventors: Richard Sehring, Wolfgang Buck. ‌

↑ WHO: Active ingredients believed to be obsolete or discontinued for use as pesticides , in The WHO Recommended Classification of Pesticides by Hazard and Guidelines to Classification 2009 (PDF; 2.2 MB)

↑ General Directorate Health and Food Safety of the European Commission: Entry on Chlorthiophos in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.

[pm16-1] ↑ ^a ^b ^c ^d ^e ^f The Pesticide Manual, Volume 16 ( Memento of July 14, 2014 in the Internet Archive ) pp. 126–127

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f Entry on Chlorthiophos in the GESTIS substance database of the IFA , accessed on February 7, 2017(JavaScript required) .

[CLP_100.040.588-3] Entry on Chlorthiophos in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[4] Patent DE1298990 : O, O-Dialkyl-O- ( 2,5 -dichloro-4-alkyl-mercapto-phenyl) -thionophosphate and process for their preparation. Registered on November 22, 1966 , published on July 10, 1969 , applicant: Boehringer Sohn Ingelheim, inventors: Richard Sehring, Wolfgang Buck. ‌

[5] WHO: Active ingredients believed to be obsolete or discontinued for use as pesticides , in The WHO Recommended Classification of Pesticides by Hazard and Guidelines to Classification 2009 (PDF; 2.2 MB)

[6] General Directorate Health and Food Safety of the European Commission: Entry on Chlorthiophos in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.