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Revision as of 15:26, 19 August 2010 editKMR99 (talk | contribs)9 edits Added information on isomers of the molecule. Added citations. Added CAS numbers.← Previous edit Revision as of 15:29, 19 August 2010 edit undoKMR99 (talk | contribs)9 editsm Clarified citationsNext edit →
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Revision as of 15:29, 19 August 2010

Resmethrin
Names
IUPAC name 5-benzyl-3-[({[(3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl) cyclopropyl]carbonyl}oxy)methyl]furan
Identifiers
CAS Number
3D model (JSmol)
ECHA InfoCard 100.030.842 Edit this at Wikidata
CompTox Dashboard (EPA)
SMILES
  • O=C(OCc2cc(Cc1ccccc1)oc2)C3(/C=C(\C)C)C3(C)C
Properties
Chemical formula C22H26O3
Molar mass 338.44 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Resmethrin is a pyrethroid insecticide with many uses, including control of the adult mosquito population.

The resmethrin molecule has four stereoisomers determined by cis-trans orientation around a carbon triangle and chirality. Technical resmethrin is a mixture of (1R,trans)-, (1R,cis)-, (1S,trans)-, (1S,cis)- isomers, typically in a ratio of 4:1:4:1. The 1R isomers (both trans and cis) show strong insecticidal activity, while the 1S isomers do not. The (1R,trans)- isomer is also known as Bioresmethrin,(+)-trans-Resmethrin, or d-trans-Resmethrin; although bioresmethrin has been used alone as a pesticide active ingredient, it is not now registered as a separate Active Ingredient (AI) by the U.S. EPA. A mixture of the cis isomers is known as Cismethrin, but this is also not registered in the U.S. for use alone as a pesticide AI.

Commercial trade names for products that contain resmethrin are Chrysron, Crossfire, Pynosect, Raid Flying Insect Killer, Scourge, Sun-Bugger #4, SPB-1382, Synthrin, Syntox, Vectrin and Whitmire PT-110.

References

  1. Pesticide Information Profiles, Extension Toxicology Network (EXTOXNET). Resmethrin

External links


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