Chloramben

Structural formula
General
Surname	Chloramben
other names	3-amino-2,5-dichloro-benzoic acid
Molecular formula	C 7 H 5 Cl 2 NO 2
Brief description	colorless and odorless powder or crystals
External identifiers / databases
EC number	205-123-5
ECHA InfoCard	100.004.658
PubChem	8630
ChemSpider	8309
Wikidata	Q5102912
properties
Molar mass	206.03 g mol −1
Physical state	firmly
Melting point	200-201 ° C
solubility	very heavy in water (0.7 g l −1 at 25 ° C)
safety instructions
H and P phrases	H: 350-315-319-335
	P: 201-261-305 + 351 + 338-308 + 313
Toxicological data	3500 mg kg −1 ( LD 50 , rat , oral ) ; 3140 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 .

Chloramben or 3-amino-2,5-dichloro-benzoic acid is a derivative of benzoic acid and a synthetic auxin .

synthesis

The synthesis of chloramben starts from benzoyl chloride , which is chlorinated with chlorine . The reaction with nitric acid leads to nitroaromatics and the subsequent reduction with tin and hydrochloric acid gives an amino group and thus the chloramben.

use

Chloramben is used as an active ingredient in pesticides . It is a systemic and selective growth agent herbicide .

The active ingredient chloramben is not approved for use in plant protection products in the European Union . In Germany, Austria and Switzerland are no pesticides approved containing chloramben.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on chloramben in the GESTIS substance database of the IFA , accessed on August 22, 2013(JavaScript required) .
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , Chloramben, pp. 783 ( limited preview in Google Book search).
↑ Regulation (EC) No. 2076/2002 of the Commission of November 20, 2002 (PDF) extending the deadline according to Article 8 (2) of Council Directive 91/414 / EEC and on the non-inclusion of certain active substances in Annex I of this Directive and the revocation of the approval of plant protection products with these active substances.
↑ General Directorate Health and Food Safety of the European Commission: Entry on chloramben in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 19, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on chloramben in the GESTIS substance database of the IFA , accessed on August 22, 2013(JavaScript required) .

[unger-2] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , Chloramben, pp. 783 ( limited preview in Google Book search).

[3] Regulation (EC) No. 2076/2002 of the Commission of November 20, 2002 (PDF) extending the deadline according to Article 8 (2) of Council Directive 91/414 / EEC and on the non-inclusion of certain active substances in Annex I of this Directive and the revocation of the approval of plant protection products with these active substances.

[PSM-4] General Directorate Health and Food Safety of the European Commission: Entry on chloramben in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 19, 2016.