Chlorsulfuron

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Structural formula
Structural formula of chlorsulfuron
General
Surname Chlorsulfuron
other names
  • 2-chloro- N - {[(4-methoxy-6-methyl-1,3,5-triazin-2-yl) amino] carbonyl} benzenesulfonamide
  • 1- (2-chlorophenylsulfonyl) -3- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -urea
Molecular formula C 12 H 12 ClN 5 O 4 S
Brief description

colorless and odorless powder

External identifiers / databases
CAS number 64902-72-3
EC number 265-268-5
ECHA InfoCard 100.059.316
PubChem 47491
Wikidata Q424796
properties
Molar mass 357.78 g mol −1
Physical state

firmly

Melting point

174-178 ° C

Vapor pressure

3 10 −9 mbar (25 ° C)

pK s value

3.6

solubility
  • 587 mg l −1 (pH 5)
  • 31.8 g l −1 (pH 7, 25 ° C)
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
09 - Dangerous for the environment

Caution

H and P phrases H: 410
P: 273-501
Toxicological data

5550 mg kg −1 ( LD 50 ,  rat ,  oral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

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

history

Chlorsulfuron was first approved in the United States in 1982 for use on food crops (wheat, barley, and forage crops), grass, and tree plantings by EI du Pont de Nemours and Company , making it the first approved acetolactate synthase inhibitor. Additional products have been registered since 1988, mostly also by DuPont.

Extraction and presentation

Chlorsulfuron may be made of o-chloroaniline by multistage reaction with sodium nitrite and hydrogen chloride and subsequent reaction of the intermediate with sulfur dioxide and copper (I) chloride , ammonia , ethyl chloroformate and subsequent reaction with 2-amino-4-methoxy-6-methyl-triazine recovered .

use

Chlorsulfuron is used as a herbicide . It is a sulfonylurea herbicide for the selective pre- and post-emergence control of weeds and grasses in cereals.

Admission

In some EU countries, chlorsulfuron is approved as a plant protection product , but not in Germany, Austria or Switzerland.

Individual evidence

  1. ^ Cornell University: Pesticide Management Education Program: Chlorsulfuron
  2. ↑ Entry on Chlorsulfuron at ChemBlink , accessed on July 10, 2011.
  3. ↑ a b c d e RSC: Chlorsulfuron ( Memento from March 28, 2013 in the Internet Archive ) (PDF file; 103 kB)
  4. ↑ a b c Entry on chlorsulfuron in the GESTIS substance database of the IFA , accessed on February 10, 2017(JavaScript required) .
  5. ↑ Entry on 2-chloro-N - [[(4-methoxy-6-methyl-1,3,5-triazin-2-yl) amino] carbonyl] benzenesulfonamide Template: Linktext-Check / Escaped in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  6. ↑ James D. Burton, Ronald J. Kuhr: Herbicide activity: toxicology, biochemistry and molecular biology . 1997, ISBN 978-90-5199-311-0 ( page 69 in the Google book search).
  7. ↑ EPA: chlorsulfuron factsheet (PDF file; 55 kB)
  8. ↑ Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 ( page 171 in the Google book search).
  9. ↑ General Directorate Health and Food Safety of the European Commission: Entry on chlorsulfuron in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.

Web links