Metsulfuron-methyl

Structural formula
General
Surname	Metsulfuron-methyl
other names	2 - [(4-Methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoylsulfamoyl] benzoic acid methyl ester; Methyl 2 - [(4-methoxy-6-methyl-1,3,5-triazin-2-yl) carbamoylsulfamoyl] benzoate;
Molecular formula	C 14 H 15 N 5 O 6 S
Brief description	colorless solid with a slightly sweet odor
External identifiers / databases
EC number	616-063-8
ECHA InfoCard	100.129.351
PubChem	52999
Wikidata	Q4803950
properties
Molar mass	381.36 g mol −1
Physical state	firmly
Melting point	163 ° C
solubility	soluble in water
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 410
	P: 273-391-501
Toxicological data	5000 mg kg −1 ( LD 50 , rat , oral ) ; 2000 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 .

Metsulfuronmethyl is a chemical compound from the group of sulfonylureas and triazines .

Extraction and presentation

Metsulfuron-methyl can be obtained by reacting O- sulfomoylbenzylbenzoate with ethyl chloroformate and 2-amino-4-methoxy-6-methyl-1,3,5-triazine.

properties

Metsulfuronmethyl is a colorless solid that is soluble in water. It decomposes rapidly under acidic conditions.

use

Metsulfuronmethyl is used as an active ingredient in crop protection products. It is used as a herbicide against dicotyledonous weeds.

Admission

Metsulfuronmethyl has been a permitted crop protection active ingredient for herbicide applications in the European Union since July 2001 . In Germany, Austria and Switzerland, plant protection products with this active ingredient are approved.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f Entry for CAS no. 74223-64-6 in the GESTIS substance database of the IFA , accessed on February 16, 2013(JavaScript required) .
↑ ^a ^b ^c ^d Entry on Metsulfuron-methyl in the Hazardous Substances Data Bank , accessed on February 16, 2013.
↑ Entry on 2- (4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl) benzoic acid in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Distributors can expand the harmonized classification and labeling .
↑ Metsulfuron-methyl data sheet from Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).

↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-08-095716-1 , pp. 185 ( limited preview in Google Book search).

^ ^A ^b Terence Robert Roberts, David Herd Hutson: Metabolic Pathways of Agrochemicals: Part 1: Herbicides and Plant Growth ... Royal Society of Chemistry, 1998, ISBN 0-85404-494-9 , pp. 524 ( limited preview in Google Book search).

↑ Directive 2000/49 / EC of the Commission of July 26, 2000 for the inclusion of an active substance (Metsulfuron-Methyl) in Annex I of the Directive 91/414 / EEC of the Council on the placing of plant protection products on the market (PDF)

↑ General Directorate Health and Food Safety of the European Commission: Entry on Metsulfuron-methyl in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 13, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f Entry for CAS no. 74223-64-6 in the GESTIS substance database of the IFA , accessed on February 16, 2013(JavaScript required) .

[HSDB-2] Entry on Metsulfuron-methyl in the Hazardous Substances Data Bank , accessed on February 16, 2013.

[CLP_100.129.351-3] Entry on 2- (4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl) benzoic acid in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Distributors can expand the harmonized classification and labeling .

[Sigma-4] Metsulfuron-methyl data sheet from Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).

[Thomas_A._Unger-5] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-08-095716-1 , pp. 185 ( limited preview in Google Book search).

[Terence_Robert_Roberts,_David_Herd_Hutson-6] A ^b Terence Robert Roberts, David Herd Hutson: Metabolic Pathways of Agrochemicals: Part 1: Herbicides and Plant Growth ... Royal Society of Chemistry, 1998, ISBN 0-85404-494-9 , pp. 524 ( limited preview in Google Book search).

[7] Directive 2000/49 / EC of the Commission of July 26, 2000 for the inclusion of an active substance (Metsulfuron-Methyl) in Annex I of the Directive 91/414 / EEC of the Council on the placing of plant protection products on the market (PDF)

[PSM-8] General Directorate Health and Food Safety of the European Commission: Entry on Metsulfuron-methyl in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 13, 2016.