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Esfenvalerate

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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
3D model (JSmol)
Beilstein Reference 4275674
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.118.804 Edit this at Wikidata
EC Number
  • 613-911-9
KEGG
PubChem CID
UNII
UN number 3349
CompTox Dashboard (EPA)
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/s1Key: NYPJDWWKZLNGGM-BJKOFHAPSA-N
SMILES
  • CC(C)(C(=O)O(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(Cl)cc1
Properties
Chemical formula C25H22ClNO3
Molar mass 419.91 g·mol
Density 1.211 g/cm
Melting point 60 °C (140 °F; 333 K)
log P 6.22
Vapor pressure 0 mmHg at 25 °C
Hazards
GHS labelling:
Pictograms GHS06: ToxicGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
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 , 100 kPa). Infobox references
Chemical compound

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

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

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.
Pest control: Insecticides
Carbamates
Inorganic compounds
Insect growth regulators
Neonicotinoids
Organochlorides
Organophosphorus
Pyrethroids
Diamides
Other chemicals
Metabolites
Biopesticides


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