Flutianil

Structural formula
General
Surname	Flutianil
other names	(2 Z ) -2 - [(2-Fluoro-5-trifluoromethyl) phenyl] thio-2- [3- (2-methoxyphenyl) -2-thiazolidinylidene] acetonitrile
Molecular formula	C 19 H 14 F 4 N 2 OS 2
Brief description	white solid
External identifiers / databases
EC number	812-888-4
ECHA InfoCard	100.246.018
PubChem	23725191
ChemSpider	21442051
Wikidata	Q19279676
properties
Molar mass	426.45 g mol −1
Physical state	firmly
Melting point	178-179 ° C
boiling point	245–255 ° C (decomposition)
Vapor pressure	1.530 10 −7 Pa (20 ° C)
solubility	practically insoluble in water (<0.1 mg l −1 at 20 ° C) and hexane ; soluble in dichloromethane (169 g l −1 at 20 ° C); soluble in acetone (66 g l −1 at 20 ° C); soluble in ethyl acetate (22.8 g l −1 at 20 ° C); soluble in toluene (11.2 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
Toxicological data	> 2000 mg kg −1 ( LD 50 , rat , oral ) ; > 2000 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 .

Flutianil is a chemical compound from the group of thiazolidines .

Extraction and presentation

Flutianil can be obtained by a multi-stage reaction starting from a suitable substituted aniline . Diazotization and conversion of the diazonium salt into a dithiocarbonate leads to an intermediate product, which is deprotected and cyanomethylated to a nitrile . Reaction with 2-methoxyphenyl isothiocyanate leads to a further intermediate product that is ultimately cyclized with 2-dibromoethane .

properties

Flutianil is a white solid that is practically insoluble in water.

use

Flutianil is used as a fungicide and was launched by Otsuka in July 2008.

safety instructions

Before the harmonized classification, flutianil was discussed with regard to a classification with suspected carcinogenic effects and reproductive toxicity (H351 and H361).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o EFSA : Conclusion on the peer review of the pesticide risk assessment of the active substance flutianil . In: EFSA Journal . tape 12 , no. 8 , August 2014, p. 3805 , doi : 10.2903 / j.efsa.2014.3805 .
↑ ^a ^b Entry on Flutianil at Toronto Research Chemicals , accessed on January 6, 2020 ( PDF ).
↑ entry on flutianil (ISO); (2Z) - {[2-fluoro-5- (trifluoromethyl) phenyl] thio} [3- (2-methoxyphenyl) -1,3-thiazolidin-2-ylidene] acetonitrile in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA) , accessed on November 5, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .
^ ^A ^b Ulrich Schirmer, Peter Jeschke, Matthias Witschel: Modern Crop Protection Compounds: Herbicides . John Wiley & Sons, 2012, ISBN 978-3-527-32965-6 , pp. 896 ( limited preview in Google Book Search).

[EFSA-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o EFSA : Conclusion on the peer review of the pesticide risk assessment of the active substance flutianil . In: EFSA Journal . tape 12 , no. 8 , August 2014, p. 3805 , doi : 10.2903 / j.efsa.2014.3805 .

[TRC-2] Entry on Flutianil at Toronto Research Chemicals , accessed on January 6, 2020 ( PDF ).

[CLP_100.246.018-3] try on flutianil (ISO); (2Z) - {[2-fluoro-5- (trifluoromethyl) phenyl] thio} [3- (2-methoxyphenyl) -1,3-thiazolidin-2-ylidene] acetonitrile in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA) , accessed on November 5, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .

[Ulrich_Schirmer,_Peter_Jeschke,_Matthias_Witschel-4] A ^b Ulrich Schirmer, Peter Jeschke, Matthias Witschel: Modern Crop Protection Compounds: Herbicides . John Wiley & Sons, 2012, ISBN 978-3-527-32965-6 , pp. 896 ( limited preview in Google Book Search).