Dimethachlor

Structural formula
	1: 1 mixture of both atropisomers
General
Surname	Dimethachlor
other names	( RS ) -2-chloro- N - (2,6-dimethylphenyl) - N - (2-methoxyethyl) acetamide; Teridox; Brasan;
Molecular formula	C 13 H 18 ClNO 2
Brief description	colorless and odorless, crystalline powder
External identifiers / databases
EC number	256-625-6
ECHA InfoCard	100.051.460
PubChem	39722
Wikidata	Q3028193
properties
Molar mass	255.74 g mol −1
Physical state	firmly
density	1.23 g cm −3
Melting point	46.3 ° C
boiling point	decomposes above 320 ° C
Vapor pressure	0.64 mPa (25 ° C)
solubility	practically insoluble in water
safety instructions
H and P phrases	H: 302-317-410
	P: 273-280-501
Toxicological data	1600 mg kg −1 ( LD 50 , rat , oral ) ; > 3170 mg kg −1 ( LD 50 , rat , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dimethachlor is a 1: 1 mixture of two atropisomeric chemical compounds from the group of chloroacetanilides, as well as alachlor and metolachlor . The selective pre-emergence herbicide works by inhibiting fatty acid synthesis and was launched in 1977.

Extraction and presentation

Dimethachlor can be produced by reacting 2,6-dimethylaniline and methoxyacetaldehyde , followed by hydrogenation and reaction with chloroacetic acid chloride .

Admission

In a number of EU countries, including Germany and Austria, as well as Switzerland, plant protection products with the active ingredient dimethachlor are approved, such as B. Brasan.

literature

Substance data sheet dimethachlor from the LAWA expert group "Substances".

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Entry on dimethachlor in the GESTIS substance database of the IFA , accessed on February 10, 2017(JavaScript required) .
↑ ^a ^b ^c ^d Entry on dimethachlor in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on February 16, 2014.
↑ Entry on 2-chloro-N- (2,6-dimethylphenyl) -N- (2-methoxyethyl) acetamide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can use the expand harmonized classification and labeling .
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 21 ( limited preview in Google Book search).
^ Directorate-General for Health and Food Safety of the European Commission: Entry on dimethachlor in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 17, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on dimethachlor in the GESTIS substance database of the IFA , accessed on February 10, 2017(JavaScript required) .

[ppdb-2] Entry on dimethachlor in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on February 16, 2014.

[CLP_100.051.460-3] Entry on 2-chloro-N- (2,6-dimethylphenyl) -N- (2-methoxyethyl) acetamide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can use the expand harmonized classification and labeling .

[unger-4] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 21 ( limited preview in Google Book search).

[PSM-5] Directorate-General for Health and Food Safety of the European Commission: Entry on dimethachlor in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 17, 2016.