Flurazole

Structural formula
General
Surname	Flurazole
other names	Benzyl 2-chloro-4- (trifluoromethyl) thiazole-5-carboxylate
Molecular formula	C 12 H 7 ClF 3 NO 3 S
Brief description	colorless crystals; technical grade yellow solid;
External identifiers / databases
EC number	276-942-3
ECHA InfoCard	100,069,926
PubChem	91715
Wikidata	Q3074522
properties
Molar mass	321.70 g mol −1
Physical state	firmly
Melting point	51-53 ° C
solubility	practically insoluble in water: 0.5 mg mg · l −1 at 20 ° C
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary danger
H and P phrases	H: 411
	P: ?
Toxicological data	5010 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 .

Flurazole is a chemical compound from the group of thiazoles .

Extraction and presentation

Flurazole, starting from ethyl acetoacetate by reaction with trifluoroacetonitrile , ammonia water , chlorocarbonylsulfenyl chloride , phosphorus oxychloride and sodium hydroxide are obtained.

use

Flurazole is used as a herbicide safener for sorghum . The seed is with 0.06-0.25% flurazole stained what the crop later in front of the herbicides alachlor and metolachlor protects. The compound was introduced by Monsanto in 1994 under the trade name Screen .

Individual evidence

↑ ^a ^b Entry on flurazole in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on May 2, 2014.
↑ ^a ^b ^c Entry on flurazole. In: Römpp Online . Georg Thieme Verlag, accessed on May 4, 2014.
↑ ^a ^b Entry on flurazole in the GESTIS substance database of the IFA , accessed on May 2, 2014 (JavaScript required)
↑ Entry on Benzyl 2-chloro-4- (trifluoromethyl) thiazole-5-carboxylate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 623 ( limited preview in Google Book search).
↑ Wolfgang Krämer, Ulrich Schirmer, Peter Jeschke, Matthias Witschel: Modern Crop Protection Compounds . Wiley-VCH, 2011, ISBN 978-3-527-32965-6 , pp. 389–390 ( limited preview in Google Book search).
↑ Patent EP0986955A1 : Glutathione conjugates as signaling molecules , Table 9.2 Safeners for sorghum and maize seed treatments .

[PPDB-1] Entry on flurazole in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on May 2, 2014.

[roempp-2] Entry on flurazole. In: Römpp Online . Georg Thieme Verlag, accessed on May 4, 2014.

[GESTIS-3] Entry on flurazole in the GESTIS substance database of the IFA , accessed on May 2, 2014 (JavaScript required)

[CLP_100.069.926-4] Entry on Benzyl 2-chloro-4- (trifluoromethyl) thiazole-5-carboxylate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[unger-5] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 623 ( limited preview in Google Book search).

[ModernCPC-6] Wolfgang Krämer, Ulrich Schirmer, Peter Jeschke, Matthias Witschel: Modern Crop Protection Compounds . Wiley-VCH, 2011, ISBN 978-3-527-32965-6 , pp. 389–390 ( limited preview in Google Book search).

[7] Patent EP0986955A1 : Glutathione conjugates as signaling molecules , Table 9.2 Safeners for sorghum and maize seed treatments .