| Revision as of 17:06, 19 August 2010 editKMR99 (talk | contribs)9 edits Added IUPAC & CAS Names; Clarified citation← Previous edit | Revision as of 17:09, 19 August 2010 edit undoKMR99 (talk | contribs)9 edits Added ChemSpiderIDNext edit → | ||
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| | Section1 = {{Chembox Identifiers | | Section1 = {{Chembox Identifiers | ||
| | CASNo = 10453-86-8 (Bioresmethrin = 28434-01-7) | | CASNo = 10453-86-8 (Bioresmethrin = 28434-01-7) | ||
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| ChemSpiderID = 4877 | ||
| | SMILES = O=C(OCc2cc(Cc1ccccc1)oc2)C3(/C=C(\C)C)C3(C)C | | SMILES = O=C(OCc2cc(Cc1ccccc1)oc2)C3(/C=C(\C)C)C3(C)C | ||
| | CAS Name = methyl 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate | | CAS Name = methyl 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate | ||
Revision as of 17:09, 19 August 2010
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| Names | |
|---|---|
| IUPAC name 5-benzyl-3-[({[(3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl) cyclopropyl]carbonyl}oxy)methyl]furan; (5-Benzyl-3-furyl)methyl-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropancarboxylat; 5-benzyl-3-furylmethyl (1RS,3RS;1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate; 5-benzyl-3-furylmethyl(1RS)-cis-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate; 5-benzyl-3-furylmethyl(±)-cis-trans-chrysanthemate | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.030.842 
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| CompTox Dashboard (EPA) | |
SMILES
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| 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 | |
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
- Pesticide Information Profiles, Extension Toxicology Network (EXTOXNET). Resmethrin
External links
- Resmethrin Technical Fact Sheet - National Pesticide Information Center
- Pyrethrins and Pyrethroids Fact Sheet - National Pesticide Information Center
- Resmethrin Pesticide Information Profile - Extension Toxicology Network
- MSDS for Scourge' Formula II
- Compendium of Pesticide Common Names: Resmethrin
- WHO/FAO DATA SHEETS ON PESTICIDES,No. 83,RESMETHRIN World Health Organization & Food and Agriculture Organization
- Reregistration Eligibility Decision for Resmethrin (2006) - U.S. Environmental Protection Agency
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