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
3D model (JSmol)
4275674
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.118.804 Edit this at Wikidata
EC Number
  • 613-911-9
KEGG
UNII
UN number 3349
  • 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
  • CC(C)[C@@H](C(=O)O[C@@H](C#N)c1cccc(Oc2ccccc2)c1)c1ccc(Cl)cc1
Properties
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:
GHS06: ToxicGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Danger
H301, H313, H316, H317, H320, H330, H335, H370, H373, H410
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).

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.


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