Fluxofenim

Structural formula
	Structural formula of the ( E ) isomer
General
Surname	Fluxofenim
other names	4'-chloro-2,2,2-trifluoroacetophenone- ( EZ ) - O -1,3-dioxolan-2-ylmethyloxime
Molecular formula	C 12 H 11 ClF 3 NO 3
Brief description	colorless liquid
External identifiers / databases
EC number	618-167-9
ECHA InfoCard	100.131.819
PubChem	91747
Wikidata	Q3074557
properties
Molar mass	309.67 g mol −1
Physical state	liquid
density	1.36 g cm −3
solubility	practically insoluble in water (30 mg l −1 at 20 ° C); miscible with acetone, methanol, toluene and octanol;
safety instructions
H and P phrases	H: 302-312-315-330-400
	P: 260-273-280-284-310
Toxicological data	669 mg kg −1 ( LD 50 , rat , oral ) ; 1,480 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 .

Fluxofenim is a chemical compound from the group of oxime ethers .

Extraction and presentation

Fluxofenim can be obtained by reacting chlorobenzene with trifluoroacetyl chloride , hydroxylamine hydrochloride and bromomethyl-1,3-dioxolane .

properties

Fluxofenim is a colorless liquid that is practically insoluble in water.

use

Fluxofenim is used as a herbicide safener on corn and sorghum . A seed dressing with 0.05–0.3% safener protects against the herbicide metolachlor . It was developed by Ciba-Geigy , tested for the first time in 1982 and published in 1986.

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

Individual evidence

↑ ^a ^b ^c ^d ^e Entry on Fluxofenim in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on August 1, 2013.
↑ ^a ^b ^c ^d ^e Fluxofenim data sheet at Sigma-Aldrich , accessed on May 22, 2017 ( PDF ).

↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 151 ( limited preview in Google Book search).

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

↑ VSP Rao, Vallurupalli Sivaji Rao: Principles of Weed Science . Science Publ., 2000, ISBN 1-57808-069-X , pp. 114 ( 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. 379, 389 ( 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 March 12, 2016.

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

[Sigma-2] Fluxofenim data sheet at Sigma-Aldrich , accessed on May 22, 2017 ( PDF ).

[Thomas_A._Unger-3] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 151 ( limited preview in Google Book search).

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

[V._S._P._Rao,_Vallurupalli_Sivaji_Rao-5] VSP Rao, Vallurupalli Sivaji Rao: Principles of Weed Science . Science Publ., 2000, ISBN 1-57808-069-X , pp. 114 ( 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. 379, 389 ( limited preview in Google Book search).

[PSM-7] 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 March 12, 2016.