Triflumizole

Structural formula
General
Surname	Triflumizole
other names	(1 E ) - N - [4-Chloro-2- (trifluoromethyl) phenyl] -1- (1 H -imidazol-1-yl) -2-propoxyethane-1-imine; ( E ) -4-chloro-α, α, α-trifluoro- N - (1-imidazol-1-yl-2-propoxyethylidene) - o -toluidine; 1 - {(1 E ) -1- [4-chloro-2 - ((trifluoromethyl) phenyl) imino] -2-propoxyethyl} -1 H -imidazole; Condor; Duotop; Trifmine; Procure;
Molecular formula	C 15 H 15 ClF 3 N 3 O
Brief description	white crystals
External identifiers / databases
EC number	614-708-8
ECHA InfoCard	100.123.922
PubChem	91699
Wikidata	Q2519096
properties
Molar mass	345.75 g mol −1
Physical state	firmly
density	1.35 g cm −3
Melting point	63 ° C
boiling point	Decomposition from 150 ° C
solubility	practically insoluble in water (0.0105 g l −1 at 20 ° C)
safety instructions
H and P phrases	H: 302-317-360D-373-410
	P: 273
Toxicological data	1057 mg kg −1 ( LD 50 , rat , oral ) ; > 5000 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Triflumizole is a chemical compound from the group of imidazoles .

Extraction and presentation

Triflumizole can be obtained by reacting chloroacetic acid chloride , 4-chloro-2- (trifluoromethyl) aniline , propanol , phosgene and imidazole .

use

Triflumizole is used as a fungicide , it works by inhibiting the C14 demethylase in the ergosterol synthesis . The active ingredient was introduced in 1986 by Nippon Sōda .

Admission

The European Commission decided in 2008 not because of triflumizole concerns about user safety in the list of permitted pesticides take -Wirkstoffe. Following a new application, it was decided in 2010 to approve triflumizole for “applications as a fungicide on artificial substrates in greenhouses”, provided that additional protective clothing is worn during application. In Germany, Switzerland and Austria no pesticides containing the active ingredient triflumizole are approved. There are approvals in Belgium and the Netherlands.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Entry on triflumizole in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on October 31, 2013.
↑ Entry on triflumizole in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
↑ Entry on triflumizole (ISO); (1E) -N- [4-chloro-2- (trifluoromethyl) phenyl] -1- (1H-imidazol-1-yl) -2-propoxyethanimine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on 17. June 2017. Manufacturers or distributors can extend the harmonized classification and labeling .
↑ Triflumizole data sheet from Sigma-Aldrich , accessed on June 2, 2014 ( PDF ).

↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 436 ( limited preview in Google Book search).

↑ Directive 2010/27 / EU of the Commission of April 23, 2010 (PDF) amending Council Directive 91/414 / EEC to include the active ingredient triflumizole.

^ Directorate-General for Health and Food Safety of the European Commission: Entry on triflumizole in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on December 7, 2019.

[ppdb-1] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on triflumizole in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on October 31, 2013.

[GESTIS-2] Entry on triflumizole in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .

[CLP_100.123.922-3] Entry on triflumizole (ISO); (1E) -N- [4-chloro-2- (trifluoromethyl) phenyl] -1- (1H-imidazol-1-yl) -2-propoxyethanimine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on 17. June 2017. Manufacturers or distributors can extend the harmonized classification and labeling .

[Sigma-4] Triflumizole data sheet from Sigma-Aldrich , accessed on June 2, 2014 ( PDF ).

[unger-5] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 436 ( limited preview in Google Book search).

[6] Directive 2010/27 / EU of the Commission of April 23, 2010 (PDF) amending Council Directive 91/414 / EEC to include the active ingredient triflumizole.

[PSM-7] Directorate-General for Health and Food Safety of the European Commission: Entry on triflumizole in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on December 7, 2019.