Thifluzamide

Structural formula
General
Surname	Thifluzamide
other names	2 ', 6'-Dibromo-2-methyl-4'-trifluoromethoxy-4-trifluoromethyl-1,3-thiazole-5-carboxanilide; N - [2,6-dibromo-4- (trifluoromethoxy) phenyl] -2-methyl-4- (trifluoromethyl) -5-thiazolecarboxamides;
Molecular formula	C 13 H 6 Br 2 F 6 N 2 O 2 S
Brief description	white to brown solid
External identifiers / databases
EC number	603-378-0
ECHA InfoCard	100.114.725
PubChem	86389
ChemSpider	77907
Wikidata	Q19309974
properties
Molar mass	528.06 g mol −1
Physical state	firmly
density	2.012 g cm -3
Melting point	177.9-178.6 ° C
solubility	poorly soluble in water (1.6 mg l −1 at 20 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 410
	P: 273-501
Toxicological data	> 5000 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 .

Thifluzamide is a chemical compound from the group of thiazolecarboxamides .

Extraction and presentation

Thifluzamide can be obtained by condensing 2-methyl-4-trifluoromethyl-5-chlorocarbonylthiazole and 2,6-dibromo-4-trifluoromethoxyaniline.

properties

Thifluzamide is a white to brown solid that is poorly soluble in water.

use

Thifluzamide is used as a systemic fungicide in cereals and rice against various fungal pathogens and as a dressing agent against soil-borne fungi. It is absorbed through the roots and leaves of the treated plants and distributed in them. The active ingredient inhibits succinate dehydrogenase . Thifluzamide was developed by Monsanto in the mid-1990s . It was later sold to Rohm & Haas and is now marketed by Dow AgroSciences .

In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h data sheet Thifluzamide, analytical standard at Sigma-Aldrich , accessed on November 3, 2016 ( PDF ).
↑ ^a ^b Entry on thifluzamide. In: Römpp Online . Georg Thieme Verlag, accessed on February 12, 2015.
^ Fluorine and the Environment: Agrochemicals, Archeology, Green Chemistry & Water . Elsevier, 2006, ISBN 978-0-08-046561-6 , pp. 142 ( limited preview in Google Book search).
^ Directorate-General for Health and Food Safety of the European Commission: EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 14, 2016.

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h data sheet Thifluzamide, analytical standard at Sigma-Aldrich , accessed on November 3, 2016 ( PDF ).

[RömppOnline-2] Entry on thifluzamide. In: Römpp Online . Georg Thieme Verlag, accessed on February 12, 2015.

[3] Fluorine and the Environment: Agrochemicals, Archeology, Green Chemistry & Water . Elsevier, 2006, ISBN 978-0-08-046561-6 , pp. 142 ( limited preview in Google Book search).

[PSM-4] Directorate-General for Health and Food Safety of the European Commission: EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 14, 2016.