Oxychlordane, Animal Metabolite of Chlordane: Isolation and Synthesis
Bruce Schwemmer 1,
William P. Cochrane 2, and
Percy B. Polen 3
1 Research and Development Department, Velsicol Chemical Corporation, 341 East Ohio Street, Chicago, Illinois 60611
2 Canada Department of Agriculture, Production and Marketing Branch, Plant Products Building, Ottawa
3 Research and Development Department, Velsicol Chemical Corporation
Oxychlordane (C10H4Cl8O), a minor heretofore unidentified metabolite, was isolated from fat of pigs on diets heavily dosed with pure isomers of the insecticide, chlordane (C10H6Cl8). 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.