Bifenthrin

Title: Bifenthrin
CAS Registry Number: 82657-04-3
CAS Name: [1a,3a(Z)]-(±)-3-(2-Chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid (2-methyl[1,1¢-biphenyl]-3-yl)methyl ester
Additional Names: 2-methylbiphenyl-3-ylmethyl-(Z)-(1RS)-cis-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate; biphenate; biphenthrin; biphentrin
Manufacturers' Codes: FMC-54800
Trademarks: Brigade (FMC); Talstar (FMC); Capture (FMC); Wisdom (Amvac)
Molecular Formula: C23H22ClF3O2
Molecular Weight: 422.87
Percent Composition: C 65.33%, H 5.24%, Cl 8.38%, F 13.48%, O 7.57%
Literature References: Third generation synthetic pyrethroid. Prepn: J. F. Engel, EP 3336; idem, US 4238505 (1979, 1980 both to FMC); E. L. Plummer et al., Pestic. Sci. 14, 560 (1983). Physical properties, toxicology and review of field studies: H. J. H. Doel et al., Meded. Fac. Landbouwwet. Rijksuniv. Gent 49, 929 (1984). Insecticidal activity: M. S. Mulla, H. A. Darwazeh, Bull. Soc. Vector Ecol. 10, 1 (1985); M. S. Hamed, C. O. Knowles, J. Econ. Entomol. 81, 1295 (1988). Field studies: Y. Antignus et al., Ann. Appl. Biol. 110, 557 (1987); J. T. Trumble et al., J. Econ. Entomol. 81, 608 (1988). Review of toxicology and human exposure: Toxicological Profile for Pyrethrins and Pyrethroids (PB2004-100004, 2003) 332 pp.
Properties: Light brown viscous oil, mp 51-66°. d25 1.212 g/ml. Vapor pressure at 25°: 1.81 ´ 10-7 Torr. Sol in methylene chloride, chloroform, acetone, ether, toluene. Slightly sol in heptane, methanol. Soly in water: <0.1 ppb. LD50 orally in rats: 54.5 mg/kg; LD50 dermally in rabbits: >2000 mg/kg (Doel).
Melting point: mp 51-66°
Density: d25 1.212 g/ml
Toxicity data: LD50 orally in rats: 54.5 mg/kg; LD50 dermally in rabbits: >2000 mg/kg (Doel)
Use: Insecticide, acaricide.
Bifeprunox Bifidus Factor Bifluranol Bifonazole BIGCHAP

Bifenthrin
Bifenthrin-2D-skeletal.png
Identifiers
CAS number 82657-04-3 YesY
PubChem 10938769
ChemSpider 9114004 YesY
UNII 6B66JED0KN YesY
KEGG C10980 YesY
ChEMBL CHEMBL44019 YesY
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C23H22ClF3O2
Molar mass 422.87 g mol−1
Solubility in water 0.1 mg/L
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Bifenthrin is a pyrethroid insecticide used primarily against the red imported fire ant by influencing its nerve system. It has a high toxicity to aquatic organisms. Although it is listed as a restricted use chemical in the United States, it is allowed to be sold for daily use, provided that the product sold has a low concentration of bifenthrin. The chemical has been discovered and developed by FMC Corporation. Products containg Bifenthrin include Talstar, Maxxthor, Capture, Brigade, Bifenthrine, Ortho Home Defense Max, Bifen IT, Bifen L/P, Torant, Zipak, Scotts LawnPro Step 3, Wisdom TC Flowable, FMC 54800 and OMS3024.[1]