Flusulfamide

Structural formula
General
Surname	Flusulfamide
other names	2 ′, 4-dichloro-α, α, α-trifluoro-4′-nitro- m -toluenesulfonanilide ( IUPAC ); 4-chloro- N - (2-chloro-4-nitrophenyl) -3- (trifluoromethyl) benzenesulfonamide;
Molecular formula	C 13 H 7 Cl 2 F 3 N 2 O 4 S
Brief description	yellowish solid
External identifiers / databases
EC number	600-788-1
ECHA InfoCard	100.124.035
PubChem	86268
Wikidata	Q1434379
properties
Molar mass	415.17 g mol −1
Physical state	firmly
density	1.739 g cm −3
Melting point	170-172.5 ° C
boiling point	250 ° C (decomposition)
Vapor pressure	358 mPa (20 ° C)
solubility	practically insoluble in water and hexane; soluble in acetone, ethyl acetate and tetrahydrofuran;
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
Toxicological data	132–180 mg kg −1 ( LD 50 , rat , oral ) ; 250 mg kg −1 ( LD 50 , mouse , oral ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Flusulfamid is a chemical compound from the group of sulfonanilides .

Extraction and presentation

Flusulfamide can be obtained by reacting 2-trifluoromethylchlorobenzene with chlorosulfonic acid and 2-chloro-4-nitroaniline .

properties

Flusulfamide is a yellowish solid that is practically insoluble in water. It is stable in neutral and acidic solutions and moderately stable in an alkaline environment.

use

Flusulfamide is used as a fungicide and is only effective against a few fungi. It was discovered by Mitsui Toatsu in 1972 and first approved in Japan in 1992. The effect is based on the inhibition of spore germination.

Admission

Flusulfamide is not on the list of active ingredients for pesticides permitted in the European Union . In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

Individual evidence

↑ ^a ^b ^c Entry on Flusulfamide in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on August 1, 2013.
↑ ^a ^b ^c ^d ^e ^f ^g ^h Wolfgang Krämer, Ulrich Schirmer, Peter Jeschke, Matthias Witschel: Modern Crop Protection Compounds . Wiley-VCH, 2011, ISBN 978-3-527-32965-6 , pp. 873 ( limited preview in Google Book search).
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ ^a ^b S. D. Gangolli: The Dictionary of Substances and Their Effects (box): D . Royal Society of Chemistry, 1999, ISBN 0-85404-818-9 , pp. 399 ( limited preview in Google Book search).
↑ Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 978 ( limited preview in Google Book Search).
↑ General Directorate Health and Food Safety of the European Commission: Entry on flusulfamide in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 24, 2016.

[herts.ac.uk-1] Entry on Flusulfamide in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on August 1, 2013.

[ModernCPC-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Wolfgang Krämer, Ulrich Schirmer, Peter Jeschke, Matthias Witschel: Modern Crop Protection Compounds . Wiley-VCH, 2011, ISBN 978-3-527-32965-6 , pp. 873 ( limited preview in Google Book search).

[NV-3] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[S._D._Gangolli-4] S. D. Gangolli: The Dictionary of Substances and Their Effects (box): D . Royal Society of Chemistry, 1999, ISBN 0-85404-818-9 , pp. 399 ( limited preview in Google Book search).

[Unger-5] Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 978 ( limited preview in Google Book Search).

[PSM-6] General Directorate Health and Food Safety of the European Commission: Entry on flusulfamide in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 24, 2016.