Dimethyl tetrachloride terephthalate

Structural formula
General
Surname	Dimethyl tetrachloride terephthalate
other names	Chlorthal-dimethyl; Dacthal; DCPA; Dimethyl 2,3,5,6-tetrachloroterephthalate;
Molecular formula	C 10 H 6 Cl 4 O 4
Brief description	dirty white to light brown grains with a faint aromatic odor
External identifiers / databases
EC number	217-464-7
ECHA InfoCard	100,015,877
PubChem	2943
Wikidata	Q5277322
properties
Molar mass	331.96 g mol −1
Physical state	firmly
Melting point	155-156 ° C
boiling point	decomposes at 360-370 ° C
Vapor pressure	0.00021 Pa (25 ° C)
solubility	practically insoluble in water (0.005 g l −1 )
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
Toxicological data	> 2000 mg kg −1 ( LD 50 , rat , oral ) ; > 5000 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 .

Dimethyl tetrachloroterephthalate (chlorothal-dimethyl) is a chemical compound from the group of esters of dicarboxylic acids . Chlorthal-dimethyl is a pre-emergence herbicide that works by inhibiting microtubules.

Extraction and presentation

Chlorthal-dimethyl can be obtained by reacting terephthalic acid with thionyl chloride , chlorine and methanol .

Admission

In 2009, the EU Commission decided not to include it in the list of approved active ingredients in pesticides. The sale period ended on September 30, 2010. In Germany, Austria and Switzerland no pesticides containing dimethyl tetrachloride terephthalate are permitted.

Individual evidence

↑ ^a ^b ^c ^d Safety data sheet for DACTHAL 900 WG ( Memento from February 16, 2014 in the Internet Archive ) (PDF; 19 kB) on cropcare.com.au
↑ Data sheet Chlorthal-dimethyl, PESTANAL at Sigma-Aldrich , accessed on May 9, 2017 ( PDF ).
↑ ^a ^b Entry on Dacthal at ChemicalBook , accessed on August 22, 2013.
↑ Dimethyl Tetrachloroterephthalate (DCPA) Pesticide Management Plan. (PDF; 263 kB) Idaho State Department of Agriculture, June 2007, accessed on July 13, 2017 (English).
↑ ^a ^b Data sheet Dimethyl tetrachloroterephthalate, 97% from AlfaAesar, accessed on November 1, 2016 ( PDF )(JavaScript required) .
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 787 ( limited preview in Google Book search).
↑ 2009/715 / EG: Commission decision of 23 September 2009 (PDF) on the non-inclusion of chlorthal-dimethyl in Annex I of Council Directive 91/414 / EEC and the revocation of the approvals for plant protection products with this active substance (announced under file number K (2009) 6431).
↑ General Directorate Health and Food Safety of the European Commission: Entry on Chlorthal-dimethyl in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 19, 2016.

[au-1] Safety data sheet for DACTHAL 900 WG ( Memento from February 16, 2014 in the Internet Archive ) (PDF; 19 kB) on cropcare.com.au

[Sigma-2] Data sheet Chlorthal-dimethyl, PESTANAL at Sigma-Aldrich , accessed on May 9, 2017 ( PDF ).

[cb-3] Entry on Dacthal at ChemicalBook , accessed on August 22, 2013.

[4] Dimethyl Tetrachloroterephthalate (DCPA) Pesticide Management Plan. (PDF; 263 kB) Idaho State Department of Agriculture, June 2007, accessed on July 13, 2017 (English).

[Alfa-5] Data sheet Dimethyl tetrachloroterephthalate, 97% from AlfaAesar, accessed on November 1, 2016 ( PDF )(JavaScript required) .

[unger-6] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 787 ( limited preview in Google Book search).

[kommission-7] 2009/715 / EG: Commission decision of 23 September 2009 (PDF) on the non-inclusion of chlorthal-dimethyl in Annex I of Council Directive 91/414 / EEC and the revocation of the approvals for plant protection products with this active substance (announced under file number K (2009) 6431).

[PSM-8] General Directorate Health and Food Safety of the European Commission: Entry on Chlorthal-dimethyl in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 19, 2016.