Oxychlordane, animal metabolite of chlordane: isolation and synthesis

Abstract

Oxychlordane (C(10)H(4)Cl(8)O), a minor heretofore unidentified metabolite, was isolated from fat of pigs on diets heavily dosed with pure isomers of the insecticide, chlordane (C(10)H(6)Cl(8)). Chemical and spectroscopic evidence provides bases for proposal of structure of the metabolite as 1-exo-2-endo-4,5,6,7,8,8-octachloro-2,3-exo-epoxy-2,3,3a,4,7,7a-hexahydro-4,7-methanoindene.