Dichlormid

Structural formula
General
Surname	Dichlormid
other names	N , N -diallyl dichloroacetamide; N , N -diallyl-2,2-dichloroacetamide; Dichloramide;
Molecular formula	C 8 H 11 Cl 2 NO
Brief description	clear, viscous liquid; amber-colored in technical quality;
External identifiers / databases
EC number	253-658-8
ECHA InfoCard	100,048,763
PubChem	37829
Wikidata	Q3026531
properties
Molar mass	208.09 g mol −1
Physical state	liquid
Melting point	5.0–6.5 ° C (technical)
boiling point	130 ° C (1.3 mPa)
solubility	practically insoluble in water (5 mg l −1 at 20 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 302-332
	P: no P-phrases
Toxicological data	2146 mg kg −1 ( LD 50 , rat, female , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dichlormid is a herbicidal safener developed by Stauffer Chemical and introduced in 1972 . Today it is distributed by AstraZeneca .

Extraction and presentation

Dichlormid can be obtained by reacting dichloroacetyl chloride and diallylamine .

use

Dichlormid increases the tolerance of thiocarbamate and chloroacetamide herbicides to cultivated crops by increasing glutathione-S-transferase activity. This accelerates the breakdown of the herbicide into glutathione conjugates. Other researchers have found that dichlormid reverses the inhibition of lipid biosynthesis by EPTC .

It is used in combination with the herbicide for weed control, especially in maize.

Admission

Since acetochlor is not approved in the EU, dichlormid is not used here either.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on Dichlormid. In: Römpp Online . Georg Thieme Verlag, accessed on March 21, 2014.
↑ ^a ^b Datasheet Dichlormid from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).
↑ ^a ^b Aqel W Abu-Qare, Harry J Duncan: Herbicide safeners: uses, limitations, metabolism, and mechanisms of action . In: Chemosphere . tape 48 , no. 9 , September 2002, p. 965-974 , doi : 10.1016 / S0045-6535 (02) 00185-6 ( iranarticles.com [PDF]).
↑ AstraZeneca and its genetic research - Feeding the world or fueling hunger? P. 18.
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 17 ( limited preview in Google Book search).

[roempp-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on Dichlormid. In: Römpp Online . Georg Thieme Verlag, accessed on March 21, 2014.

[Sigma-2] Datasheet Dichlormid from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).

[abu-qare-3] Aqel W Abu-Qare, Harry J Duncan: Herbicide safeners: uses, limitations, metabolism, and mechanisms of action . In: Chemosphere . tape 48 , no. 9 , September 2002, p. 965-974 , doi : 10.1016 / S0045-6535 (02) 00185-6 ( iranarticles.com [PDF]).

[4] AstraZeneca and its genetic research - Feeding the world or fueling hunger? P. 18.

[unger-5] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 17 ( limited preview in Google Book search).