1863. Carpropamid

Nomenclature

CAS number: 104030-54-8
2,2-Dichloro-N-[1-(4-chlorophenyl)ethyl]-1-ethyl-3-methylcyclopropanecarboxamide; KTU 3616; Win (Bayer).
C15H18Cl3NO; mol wt 334.67.
C 53.83%, H 5.42%, Cl 31.78%, N 4.19%, O 4.78%.

Description and references

Melanin inhibiting fungicide for control of rice blast. Prepn: Y. Kurahashi et al., EP 170842; eidem, US 4710518 (1985, 1987 both to Nihon Tokushu Noyaku Seizo). Synthesis of stereoisomers: U. Kraatz, M. Littmann, Pflanzenschutz-Nachr. 51, 201 (1998). Inhibition of melanin biosynthesis: G. Tsuji et. al., Pestic. Biochem. Physiol. 57, 211 (1997). Suppression of secondary infection in rice: Y. Kurahashi et. al., Pestic. Sci. 55, 31 (1999). Review of physical properties, mode of action, and field trials: T. Hattori et. al., Brighton Crop Prot. Conf. - Pests Dis. 1994, 517-524.

Chemical structure

Properties

Technical grade is a mixture of (1RS, 3SR, 1′RR) isomers, mp 152°. Sol in dichloromethane, slightly sol in toluene, very low sol in water. Vapor pressure at 20°: 2.70 × 10-7 Pa.

Use

Fungicide.