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
Identifiers
CAS Number	66230-04-4 ;
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

^ Kelly, Kevin. "Environmental Fate of Esfenvalerate". California Environmental Protection Agency. Retrieved January 10, 2013.
^ 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.
^ "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.
^ The Code of Federal Regulations of the United States of America. U.S. Government Printing Office. 2006. pp. 445–446.

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[1] Kelly, Kevin. "Environmental Fate of Esfenvalerate". California Environmental Protection Agency. Retrieved January 10, 2013.

[uf-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.

[extonet-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.

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v t e Pest control: Insecticides
Carbamates	Aldicarb Aminocarb Bendiocarb Butocarboxim Carbaryl Carbofuran Carbosulfan m-Cumenyl methylcarbamate Ethienocarb Fenobucarb Isoprocarb Methomyl Metolcarb Oxamyl Promecarb Propoxur
Inorganic compounds	Aluminium phosphide Boric acid Chromated copper arsenate Copper(II) arsenate Copper(I) cyanide Cryolite Diatomaceous earth Lead hydrogen arsenate Paris Green Scheele's Green
Insect growth regulators	Benzoylureas Diflubenzuron Flufenoxuron Hydroprene Lufenuron Methoprene Pyriproxyfen
Neonicotinoids	Acetamiprid Clothianidin Dinotefuran Imidacloprid Imidaclothiz Nitenpyram Nithiazine Paichongding Thiacloprid Thiamethoxam
Organochlorides	Aldrin Beta-HCH Carbon tetrachloride Chlordane Cyclodiene 1,2-DCB 1,4-DCB 1,1-DCE 1,2-DCE DDD DDE DDT DFDT Dicofol Dieldrin Endosulfan Endrin Heptachlor Kepone Lindane Methoxychlor Mirex Tetradifon Toxaphene
Organophosphorus	Acephate Azamethiphos Azinphos-methyl Bensulide Chlorethoxyfos Chlorfenvinphos Chlorpyrifos Chlorpyrifos-methyl Coumaphos Demeton-S-methyl Diazinon Dichlorvos Dicrotophos Diisopropyl fluorophosphate Dimefox Dimethoate Dioxathion Disulfoton Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Fosthiazate Isoxathion Malathion Methamidophos Methidathion Mevinphos Mipafox Monocrotophos Naled Omethoate Oxydemeton-methyl Parathion Parathion-methyl Phenthoate Phorate Phosalone Phosmet Phoxim Pirimiphos-methyl Quinalphos R-16661 Schradan Temefos Tebupirimfos Terbufos Tetrachlorvinphos Tribufos Trichlorfon
Pyrethroids	Acrinathrin Allethrins Bifenthrin Bioallethrin Cyfluthrin Cyhalothrin Cypermethrin Cyphenothrin Deltamethrin Empenthrin Esfenvalerate Etofenprox Fenpropathrin Fenvalerate Flumethrin Fluvalinate Imiprothrin Metofluthrin Permethrin Phenothrin Prallethrin Pyrethrin (I, II; chrysanthemic acid) Pyrethrum Resmethrin Silafluofen Tefluthrin Tetramethrin Tralomethrin Transfluthrin
Ryanoids	Chlorantraniliprole Cyantraniliprole Flubendiamide Ryanodine Ryanodol
Other chemicals	Afoxolaner Amitraz Azadirachtin Bensultap Buprofezin Cartap Chlordimeform Chlorfenapyr Cyromazine Fenazaquin Fenoxycarb Fipronil Fluralaner Hydramethylnon Indoxacarb Limonene Lotilaner (+milbemycin oxime) Pyridaben Pyriprole Sarolaner Adjuvants (Piperonyl butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone
Metabolites	Oxon Malaoxon Paraoxon TCPy
Biopesticides	Bacillus thuringiensis Baculovirus Beauveria bassiana Beauveria brongniartii Isaria fumosorosea Metarhizium acridum Metarhizium anisopliae Nomuraea rileyi Lecanicillium lecanii Paenibacillus popilliae Purpureocillium lilacinum Spinosad