Resmethrin
Title: Resmethrin
CAS Registry Number: 10453-86-8
CAS Name: 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid [5-(phenylmethyl)-3-furanyl]methyl ester
Additional Names: 5-benzyl-3-furanmethanol-2,2-dimethyl-3-(2-methylpropenyl) cyclopropanecarboxylate; (5-benzyl-3-furyl)methyl chrysanthemate; (5-benzyl-3-furyl)methyl cis, trans-(±)-2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
Manufacturers' Codes: FMC-17370; SBP-1382
Trademarks: Chryson (Sumitomo)
Molecular Formula: C22H26O3
Molecular Weight: 338.44
Percent Composition: C 78.07%, H 7.74%, O 14.18%
Literature References: Synthetic pyrethroid insecticide. Prepn: M. Elliott, GB 1168797; idem, US 3465007 (both 1969 to Natl. Res. Dev. Corp.); idem et al., Nature 213, 493 (1967). GLC determn in corn, cornmeal, flour, wheat: R. A. Simonaitis, R. S. Cail, J. AOAC 58, 1032 (1975); and infrared spec in nonaqueous aerosols: M. W. Law J. AOAC Int. 59, 745 (1976). LC determn in urine and water: B. L. Loper, K. A. Anderson, ibid. 86, 1236 (2003). Photodecomposition: K. Ueda et al., J. Agric. Food Chem. 22, 212 (1974). Environmental fate and ectoxicological effects in aquatic systems: G. M. Rand, Ecotoxicology 11, 101 (2002). Efficacy against greenhouse pests: R. E. Webb et al., J. Econ. Entomol. 67, 295 (1974); against Anopheles quadrimaculatus: C. A. Sandoski et al. ibid, 76, 646 (1983). Review of toxicology and human exposure: Toxicological Profile for Pyrethrins and Pyrethroids (PB2004-100004, 2003) 332 pp.
Properties: Pred as a mixture of a 70-80% (±)-trans isomer and a 20-30% (±)-cis isomer. bp >180° (dec). d20 0.96-0.97. Flash pt, closed cup: 264.2°F (129°C). Log P (octanol/water): 5.43. Vapor pressure: <10-5 mm Hg. Soly at 25° in water (mg/l): 35-40. Sol in organic solvents. LC50 (96 hr) in rainbow trout, bluegill sunfish (mg/l): 3.14, 7.2 (Rand).
Boiling point: bp >180° (dec)
Flash point: Flash pt, closed cup: 264.2°F (129°C)
Log P: Log P (octanol/water): 5.43
Density: d20 0.96-0.97
Toxicity data: LC50 (96 hr) in rainbow trout, bluegill sunfish (mg/l): 3.14, 7.2 (Rand)
 
Derivative Type: (+)-trans-Form see Bioresmethrin
 
Use: Insecticide.

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