Flazasulfuron

Structural formula
General
Surname	Flazasulfuron
other names	N - {[(4,6-dimethoxypyrimidin-2-yl) amino] carbonyl} -3- (trifluoromethyl) pyridine-2-sulfonamide
Molecular formula	C 13 H 12 F 3 N 5 O 5 S
Brief description	white crystalline powder
External identifiers / databases
EC number	600-514-0
ECHA InfoCard	100.123.655
PubChem	93539
Wikidata	Q3073504
properties
Molar mass	407.33 g mol −1
Physical state	firmly
Melting point	166-170 ° C
solubility	sparingly soluble in water (2.1 g l −1 at 20 ° C)
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 410
	P: 273-501
Toxicological data	> 2000 mg kg −1 ( LD 50 , rat , oral ) ; > 5000 mg kg −1 ( LD 50 , rat , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Flazasulfuron is a chemical compound from the group of sulfonylureas and a herbicide introduced by ISK in 1989 .

Extraction and presentation

Flaza sulfurone can be obtained from 3-picoline . This is fluorinated and chlorinated to give 2-chloro-3-trifluoromethylpyridine , which further reacts with sodium hydrogen sulfide to form the thioketone. This reacts with chlorine , is hydrolyzed and reacts with ammonium hydroxide to form the sulfonamide, which couples with the isocyanate of 2-amino-4,6-dimethoxypyridine .

use

Flazasulfuron is used as a systemic herbicide against broad-leaved weeds and grass weeds in various crops, such as. B. wine, fruit, olive trees, citrus and in Christmas tree cultures used. It works by inhibiting acetolactate synthase (ALS inhibitor).

Admission

In Germany, Austria and Switzerland, plant protection products with flazasulfuron as an active ingredient are approved ( Chikara ).

Individual evidence

↑ ^a ^b ^c ^d ^e entry on flazasulfuron. In: Römpp Online . Georg Thieme Verlag, accessed on November 23, 2014.

↑ ^a ^b Datasheet Flazasulfuron at Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).

↑ Entry on 1- (4,6-dimethoxypyrimidin-2-yl) -3- (3-trifluoromethyl-2-pyridylsulfonyl) urea in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016 . marketer can use the harmonized classification and labeling expand .

↑ ^a ^b Entry on flazasulfuron in the GESTIS substance database of the IFA , accessed on November 23, 2014 (JavaScript required)

↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 180 ( limited preview in Google Book Search).

↑ General Directorate Health and Food Safety of the European Commission: Entry on flazasulfuron in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 14, 2016.

[roempp-1] ↑ ^a ^b ^c ^d ^e entry on flazasulfuron. In: Römpp Online . Georg Thieme Verlag, accessed on November 23, 2014.

[Sigma-2] Datasheet Flazasulfuron at Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).

[CLP_100.123.655-3] Entry on 1- (4,6-dimethoxypyrimidin-2-yl) -3- (3-trifluoromethyl-2-pyridylsulfonyl) urea in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016 . marketer can use the harmonized classification and labeling expand .

[GESTIS-4] Entry on flazasulfuron in the GESTIS substance database of the IFA , accessed on November 23, 2014 (JavaScript required)

[unger-5] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 180 ( limited preview in Google Book Search).