2768. Cyphenothrin

Nomenclature

CAS number: 39515-40-7
2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid cyano(3-phenoxyphenyl)methyl ester; (RS)-α-cyano-3-phenoxybenzyl (1R)-cis,trans-chrysanthemate; α-cyano-m-phenoxybenzyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate; 3-phenoxy-α-cyanobenzylchrysanthemate; S-2703; S-2703 Forte; Gokilaht (Sumitomo).
C24H25NO3; mol wt 375.46.
C 76.77%, H 6.71%, N 3.73%, O 12.78%.

Description and references

Synthetic pyrethroid. Prepn: T. Matsuo et al., DE 2231312; eidem, US 3835176 (1973, 1974 to Sumitomo). Insecticidal activity: M. Elliot et al., Pestic. Sci. 13, 407 (1982); T. Matsunaga et al., Pesticide Chemistry: Human Welfare and the Environment 2, J. Miyamoto et al., Eds (Pergamon Press, Oxford, 1983) pp 231-238; T. Itoh et al., J. Am. Mosq. Control Assoc. 2, 503 (1986). Mechanism of action: T. Narahashi, Neurobehav. Toxicol. Teratol. 4, 753 (1982). Series of articles on stereoselective syntheses of labelled cis and trans forms: H. Kanamaru et al., Radioisotopes 35, 103, 109, 242 (1986).

Chemical structure

Properties

Yellowish viscous liquid. d2525 1.083. Vapor pressure at 30°: 3.11 × 10-6 mm Hg. Viscosity at 30°: 808.8 cP.

Note

Commercial product is a mixture (35:65) of cis and trans forms.

Use

Insecticide.