Esfenvalerate

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

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
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).
Infobox references

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. 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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