Esfenvalerate

Structural formula
General
Surname	Esfenvalerate
other names	( S ) -α-Cyano-3-phenoxybenzyl- ( S ) -2- (4-chlorophenyl) -3-methylbutyrate
Molecular formula	C 25 H 22 ClNO 3
Brief description	colorless solid
External identifiers / databases
EC number	613-911-9
ECHA InfoCard	100.118.804
PubChem	10342051
Wikidata	Q424851
properties
Molar mass	419.90 g mol −1
Physical state	firmly
density	1.175 g cm −3
boiling point	151-167 ° C
Vapor pressure	negligible at 20 ° C
solubility	almost insoluble in water; soluble in most organic solvents;
safety instructions
H and P phrases	H: 301 + 331-317-410
	P: 261-273-280-301 + 310 + 330-304 + 340 + 311-403 + 233
Toxicological data	88.5 mg kg −1 ( LD 50 , rat , oral ) ; > 2000 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 .

Esfenvalerate is an active ingredient for crop protection and a chemical compound from the group of nitriles and pyrethroids .

Extraction and presentation

Esfenvalerate can be obtained from 4-chlorotoluene by the same multi-stage production process as fenvalerate , with ethyl bromide being used instead of isopropyl bromide .

properties

Esfenvalerate is a colorless solid from the group of pyrethroids and extremely toxic to fish.

use

Esfenvalerate is used as an insecticide with contact and eating effects in pesticides in fruit, vegetable and arable farming. It is the active one of the four isomers of racemic fenvalerate and is marketed under the trade names Asana XL or Sumicidin Alpha EC.

Admission

The active ingredient is approved in the EU. Plant protection products containing esfenvalerate are permitted in 25 EU countries. In Germany, Sumicidin Alpha EC is one, in Austria three (under similar names) and in Switzerland no plant protection product containing this active ingredient is approved.

Web links

Fenvalerate , IARC Monographs 53

Individual evidence

↑ ^a ^b ^c ^d ^e ^f Entry on esfenvalerate in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
↑ ^a ^b ^c ^d ^e ^f EU: Review report for the active substance esfenvalerate (PDF; 235 kB)
↑ Entry on (S) -α-cyano-3-phenoxybenzyl- (S) -2- (4-chlorophenyl) -3-methylbutyrate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturer or distributors can expand the harmonized classification and labeling .
^ Development of National Emission Standards For Pesticides Manufacturing Industry. (PDF) In: CPCB. May 2007, accessed June 13, 2019 .
↑ Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 ( page 947 in the Google book search).
↑ ^a ^b M. Bahadir, H. Parlar, Michael Spiteller: Springer Umweltlexikon . 2000, ISBN 978-3-540-63561-1 ( page 401 in the Google book search).
^ Directorate-General for Health and Food Safety of the European Commission: Entry on Esfenvalerate in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f Entry on esfenvalerate in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .

[EU-2] ↑ ^a ^b ^c ^d ^e ^f EU: Review report for the active substance esfenvalerate (PDF; 235 kB)

[CLP_100.118.804-3] Entry on (S) -α-cyano-3-phenoxybenzyl- (S) -2- (4-chlorophenyl) -3-methylbutyrate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturer or distributors can expand the harmonized classification and labeling .

[4] Development of National Emission Standards For Pesticides Manufacturing Industry. (PDF) In: CPCB. May 2007, accessed June 13, 2019 .

[unger-5] Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 ( page 947 in the Google book search).

[Umweltlexikon-6] M. Bahadir, H. Parlar, Michael Spiteller: Springer Umweltlexikon . 2000, ISBN 978-3-540-63561-1 ( page 401 in the Google book search).

[PSM-7] Directorate-General for Health and Food Safety of the European Commission: Entry on Esfenvalerate in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.