Bifenthrin
| Bifenthrin | |
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2-Methyl-3-phenylphenyl)methyl (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]- 2,2-dimethylcyclopropane-1-carboxylate
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| Identifiers | |
| CAS number | 82657-04-3  |
| PubChem | 10938769 |
| ChemSpider | 9114004 |
| UNII | 6B66JED0KN |
| KEGG | C10980 |
| ChEMBL | CHEMBL44019 |
| Jmol-3D images | Image 1 Image 2 |
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| Properties | |
| Molecular formula | C23H22ClF3O2 |
| Molar mass | 422.87 g mol−1 |
| Solubility in water | 0.1 mg/L |
 (what is this?) (verify)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references |
Bifenthrin is a pyrethroid insecticide that affects the nervous system of insects. It was discovered and developed by FMC Corporation. Products containing bifenthrin include Talstar, Maxxthor, Capture, Brigade, Bifenthrine, Ortho Home Defense Max, Bifen IT, Bifen L/P, and Scotts LawnPro Step 3.
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[edit] Chemical properties
Bifenthrin is virtually insoluble in water with a solubility of 0.1 mg/L. Given its low solubility, bifenthrin has high persistence in soil with a half life between 7 days and 8 months. Consequently, it is the longest residual termiticide currently registered on the market.
[edit] Toxicology and regulation
It is highly toxic to fish, since it, like most pyrethroids, is also an ATPase inhibitor. Aquatic vertebrates are much more sensitive to ATPase inhibitors than terrestrial vertebrates due to their high dependence on ATP synthesis in the gills to maintain osmotic balance.
The EPA has classified bifenthrin as a class C carcinogen, a possible human carcinogen.[1] Based on risk assessments, EPA concludes that there is a reasonable certainty that no harm will result to the general population, and to infants and children from aggregate exposure to bifenthrin residues.[citation needed]
Bifenthrin was included in a biocide ban proposed by the Swedish Chemicals Agency[2] and approved by the European Parliament in 2009.[3] Pesticides containing bifenthrin have been withdrawn from use in the European Union.[4]
[edit] Species treated
Bifenthrin has been approved for use against the Rasberry crazy ant in the Houston, Texas area, under a special "crisis exemption" from the Texas Department of Agriculture and the Environmental Protection Agency. The chemical is only approved for use in Texas counties experiencing "confirmed infestations" of the newly-discovered ant species.[5]
[edit] References
- ^ Bifenthrin, Extension Toxicology Network
- ^ "Interpretation of criteria for approval of active substances in the proposed EU plant protection regulation". Swedish Chemicals Agency (KemI). 2008-09-23. http://www.kemi.se/templates/News____5415.aspx. Retrieved 2009-01-14.
- ^ "MEPs approve pesticides legislation". 2009-01-13. http://www.europarl.europa.eu/news/expert/infopress_page/066-45937-012-01-03-911-20090112IPR45936-12-01-2009-2009-false/default_en.htm. Retrieved 2009-01-14.
- ^ EU Council bans three pesticides, AgroNews
- ^ Rasberry Crazy Ant, Center for Urban & Structural Entomology
