Asulam

Structural formula
General
Surname	Asulam
other names	Methyl [(4-aminophenyl) sulfonyl] carbamate ( IUPAC ) ; 4-aminobenzenesulfonylmethyl carbamate; Methyl sulfanilyl carbamate;
Molecular formula	C 8 H 10 N 2 O 4 S
External identifiers / databases
EC number	222-077-1
ECHA InfoCard	100.020.071
PubChem	18752
ChemSpider	17707
Wikidata	Q2868667
properties
Molar mass	230.24 g mol −1
Physical state	firmly
Melting point	Decomposes at 143-144 ° C
solubility	heavy in water (5 g l −1 )
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 302
	P: no P-phrases
Toxicological data	2000 mg kg −1 ( LD 50 , rat , oral ) ; > 10000 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 .

Asulam is a chemical compound from the carbamate group and a herbicide that acts selectively against ferns and dockers . The effect is based on the inhibition of dihydropteroate synthase .

Extraction and presentation

Asulam can be obtained through a multi-stage reaction by chlorosulfonation of acetanilide with chlorosulfonic acid , conversion of the sulfonyl chloride with ammonia to the sulfonamide , further conversion with methyl chloroformate to form urethane and saponification of the acetamide with sodium hydroxide solution .

Admission

Asulam was approved as a herbicide in Germany from 1971 to 1992. The active ingredient Asulam is not approved for use in plant protection products in the European Union . In Germany and Austria, no pesticides with this active ingredient are approved, in Switzerland products for use against ferns and dockers are available.

Individual evidence

↑ ^a ^b ^c ^d Entry on Asulam in the GESTIS substance database of the IFA , accessed on November 11, 2013(JavaScript required) .
↑ ^a ^b Asulam data sheet , PESTANAL at Sigma-Aldrich , accessed on November 7, 2016 ( PDF ). .
↑ Asulox data sheet ( Memento from June 14, 2013 in the Internet Archive ) (PDF; 65 kB).
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 62 ( limited preview in Google Book search). .
↑ Implementing Regulation (EU) No. 1045/2011 of the Commission of October 19, 2011 on the non-approval of the active ingredient Asulam (PDF) .
↑ General Directorate Health and Food Safety of the European Commission: Entry on Asulam sodium in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 18, 2016.

[GESTIS-1] Entry on Asulam in the GESTIS substance database of the IFA , accessed on November 11, 2013(JavaScript required) .

[Sigma-2] Asulam data sheet , PESTANAL at Sigma-Aldrich , accessed on November 7, 2016 ( PDF ). .

[syngenta-3] Asulox data sheet ( Memento from June 14, 2013 in the Internet Archive ) (PDF; 65 kB).

[unger-4] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 62 ( limited preview in Google Book search). .

[5] Implementing Regulation (EU) No. 1045/2011 of the Commission of October 19, 2011 on the non-approval of the active ingredient Asulam (PDF) .

[PSM-6] General Directorate Health and Food Safety of the European Commission: Entry on Asulam sodium in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 18, 2016.