Title: Trimedlure
CAS Registry Number: 12002-53-8
CAS Name: 4(or 5)-Chloro-2-methylcyclohexanecarboxylic acid, 1,1-dimethylethyl ester
Additional Names: tert-butyl 4(or 5)-chloro-2-methylcyclohexanecarboxylate
Molecular Formula: C12H21ClO2
Molecular Weight: 232.75
Percent Composition: C 61.92%, H 9.09%, Cl 15.23%, O 13.75%
Literature References: Synthetic sex pheromone developed as attractant for the Mediterranean fruit fly, or medfly, Ceratitis capitata (Weidemann). Prepn and physical props: M. Beroza et al., J. Agric. Food Chem. 9, 361 (1961). Commercial product consists mainly of the four isomers having the methyl and ester substituents on the ring in a trans configuration. Separation and identification of isomers: T. P. McGovern, M. Beroza, J. Org. Chem. 31, 1472 (1966). Extension of activity by fixatives: eidem, J. Econ. Entomol. 60, 379 (1967). Controlled release: S. Nakagawa et al., ibid. 72, 625 (1979). Repellent effect of high concns: eidem, ibid. 64, 762 (1971). Rate of loss from wicks: J. R. King, P. J. Landolt, ibid. 77, 221 (1984). Acute toxicity studies: M. Beroza et al., Toxicol. Appl. Pharmacol. 31, 421 (1975).
Properties: Oil, bp 107-113°. nD20 1.460. LD50 in rats (mg/kg): 4556 ±1136 orally; in rabbits (mg/kg): >2025 dermally; LC50 (24 hr) in rainbow trout, bluegill sunfish (ppm): 11.5, 14.7 (Beroza).
Boiling point: bp 107-113°
Index of refraction: nD20 1.460
Toxicity data: LD50 in rats (mg/kg): 4556 ±1136 orally; in rabbits (mg/kg): >2025 dermally; LC50 (24 hr) in rainbow trout, bluegill sunfish (ppm): 11.5, 14.7 (Beroza)
Use: As attractant in medfly traps. |