Esfenvalerate

Esfenvalerate

Names
Preferred IUPAC name (S)-Cyano(3-phenoxyphenyl)methyl (2S)-2-(4-chlorophenyl)-3-methylbutanoate
Other names Asana (S)-Fenvalerate (S)-cyano-(3-phenoxy phenyl)-methyl-(S)-4-chloro-α-(1-methyl ethyl) benzene acetate Chloro-α-(1-methylethyl)benzeneacetic acid cyano(3-phenoxyphenyl)methyl ester (CAS) (S-(R,R))-4-chloro-α-(1-methylethyl) benzeneacetic acid cyano-(3-phenoxyphenyl)methylester (S)-α-cyano-3-phenoxy benzyl (S)-2-(4-chloro-phenyl) isovalerate Fenvalerate A-Alpha (S-(R*,R*))-Benzeneacetic acid, 4-chloro-α-(1-methylethyl)-cyano(3-phenoxyphenyl)methylester Cyano-3-phenoxybenzyl (S)-2-(4-chlorophenyl)isovalerate Cyano-3-phenoxybenzyl (S)-2-(4-chlorophenyl)-3-methylbutyrate [1]
Identifiers
CAS Number	66230-04-4  Y
3D model (JSmol)	Interactive image
Beilstein Reference	4275674
ChEBI	CHEBI:39346
ChEMBL	ChEMBL1891190
ChemSpider	8517510
ECHA InfoCard	100.118.804
EC Number	613-911-9
KEGG	C18147
PubChem CID	10342051
UNII	7F07OXM0PP
UN number	3349
CompTox Dashboard (EPA)	DTXSID4032667
InChI InChI=1S/C25H22ClNO3/c1-17(2)24(18-11-13-20(26)14-12-18)25(28)30-23(16-27)19-7-6-10-22(15-19)29-21-8-4-3-5-9-21/h3-15,17,23-24H,1-2H3/t23-,24+/m0/s1 Key: NYPJDWWKZLNGGM-BJKOFHAPSA-N
SMILES CC(C)[C@@H](C(=O)O[C@@H](C#N)c1cccc(Oc2ccccc2)c1)c1ccc(Cl)cc1
Properties
Chemical formula	C25H22ClNO3
Molar mass	419.91 g·mol−1
Density	1.211 g/cm3
Melting point	60 °C (140 °F; 333 K)
log P	6.22
Vapor pressure	0 mmHg at 25 °C
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H313, H316, H317, H320, H330, H335, H370, H373, H410
Precautionary statements	P260, P261, P264, P270, P271, P272, P273, P280, P284, P301+P310, P302+P352, P304+P340, P305+P351+P338, P307+P311, P310, P312, P314, P320, P321, P330, P332+P313, P333+P313, P337+P313, P363, P391, P403+P233, P405, P501
Flash point	256 °C (493 °F; 529 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Esfenvalerate is a synthetic pyrethroid insecticide marketed under the brand Asana. ^[2] It is the (S)-enantiomer of fenvalerate. ^[3]

In the United States, a limit of .05 ppm of the chemical's residue is permissible in food. ^[4]

References

1. Kelly, Kevin. "Environmental Fate of Esfenvalerate". California Environmental Protection Agency. Retrieved January 10, 2013.
2. Fishel, Frederick M. (2012). "Pesticide Toxicity Profile: Synthetic Pyrethroid Pesticides". University of Florida. Archived from the original on May 12, 2016. Retrieved January 10, 2013.
3. "Esfenvalerate". EXTONET (Extension Toxicology Network). Cooperative Extension Offices of Cornell University, Michigan State University, Oregon State University, and University of California at Davis. May 1994. Retrieved January 10, 2013.
4. The Code of Federal Regulations of the United States of America. U.S. Government Printing Office. 2006. pp. 445–446.