Fenpyroximate

Structural formula
General
Surname	Fenpyroximate
other names	tert -Butyl- ( E ) -α- (1,3-dimethyl-5-phenoxypyrazol-4-ylmethyleneaminooxy) - p -toluate ( IUPAC ); 1,1-Dimethylethyl-4 - {[(( E ) - [(1,3-dimethyl-5-phenoxy-1 H -pyrazol-4-yl) methylene] amino) oxy] methyl} benzoate;
Molecular formula	C 24 H 27 N 3 O 4
Brief description	colorless to beige powder
External identifiers / databases
EC number	603-792-1
ECHA InfoCard	100.106.703
PubChem	9576412
ChemSpider	7850857
Wikidata	Q1362242
properties
Molar mass	421.49 g mol −1
Physical state	firmly
density	1.25 g cm −3
Melting point	102-103 ° C
solubility	almost insoluble in water; soluble in acetone, chloroform, tetrahydrofuran, toluene and ethyl acetate;
safety instructions
H and P phrases	H: 301-330-317-410
	P: 260-280-301 + 330 + 331 + 310-304 + 340 + 310-403 + 233
Toxicological data	6798 mg kg −1 ( LD 50 , rat , oral ) ; > 4000 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 .

Fenpyroximate is a chemical compound from the group of pyrazoles .

Extraction and presentation

Fenpyroximate can be obtained by reacting tert- butyl 4- (bromomethyl) benzoate with 1,3-dimethyl-5-phenoxypyrazole-4-carboxaldehyde oxime in the presence of potassium hydroxide in dimethyl sulfoxide .

Another way is the preparation starting from 1-methyl-2-chloro-3-formyl-4-methylpyrazole with phenol , hydroxylamine and 4-bromomethylbenzoic acid isobutyl ester .

properties

Fenpyroximate is a colorless to beige powder that is insoluble in water.

use

Fenpyroximate is used as an acaricide and insecticide . The effect of the compound, which was brought onto the market in 1991 and approved in Germany from 1995, is based on the blocking of mitochondrial electron transport in complex I.

Admission

In the states of the European Union, the active ingredient fenpyroximate has been approved for use as an acaricide since May 2009. In Germany, Austria and Switzerland, plant protection products (e.g. Kiron) with this active ingredient are approved.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Datasheet Fenpyroximate at Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).
↑ ^a ^b ^c ^d Entry on fenpyroximate in the Hazardous Substances Data Bank , accessed November 23, 2012.
↑ ^a ^b Entry on fenpyroximate in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
↑ Entry on fenpyroximate (ISO) in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on June 17, 2017. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1401-8 , pp. 510 ( limited preview in Google Book Search).
↑ Peter Brandt: Reports on Plant Protection Products 2009: Active Ingredients in Plant Protection Products ; Approval history and regulations of the Plant Protection Application Ordinance . Springer DE, 2010, ISBN 3-0348-0028-2 , pp. 16 ( limited preview in Google Book search).
^ Horst Börner: Plant diseases and plant protection . Springer DE, 2009, ISBN 3-540-49067-1 , pp. 590 ( limited preview in Google Book search).
↑ Commission Directive 2008/107 / EC of November 25, 2008 amending Council Directive 91/414 / EEC to include the active substances abamectin, epoxiconazole, fenpropimorph, fenpyroximate and tralkoxydim (PDF)
↑ General Directorate Health and Food Safety of the European Commission: Entry on Fenpyroximate in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 13, 2016.

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Datasheet Fenpyroximate at Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).

[HSDB-2] Entry on fenpyroximate in the Hazardous Substances Data Bank , accessed November 23, 2012.

[GESTIS-3] Entry on fenpyroximate in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .

[CLP_100.106.703-4] Entry on fenpyroximate (ISO) in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on June 17, 2017. Manufacturers or distributors can expand the harmonized classification and labeling .

[Thomas_A._Unger-5] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1401-8 , pp. 510 ( limited preview in Google Book Search).

[Peter_Brandt-6] Peter Brandt: Reports on Plant Protection Products 2009: Active Ingredients in Plant Protection Products ; Approval history and regulations of the Plant Protection Application Ordinance . Springer DE, 2010, ISBN 3-0348-0028-2 , pp. 16 ( limited preview in Google Book search).

[Horst_Börner-7] Horst Börner: Plant diseases and plant protection . Springer DE, 2009, ISBN 3-540-49067-1 , pp. 590 ( limited preview in Google Book search).

[8] Commission Directive 2008/107 / EC of November 25, 2008 amending Council Directive 91/414 / EEC to include the active substances abamectin, epoxiconazole, fenpropimorph, fenpyroximate and tralkoxydim (PDF)

[PSM-9] General Directorate Health and Food Safety of the European Commission: Entry on Fenpyroximate in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 13, 2016.