2-exo,5-endo,8,8,10-Pentachlorobornane

Abstract

The title compound, C10H13Cl5, is a polychlorinated monoterpene and a Toxaphene congener. This compound is also the only pentachlorinated derivative of camphene formed via ionic chlorination. Previously, the title compound was thought to be 2-exo,5-endo,9,9,10-pentachlorobornane, but X-ray structural analysis showed it to have a different structure and rather to be 2-exo,5-endo,8,8,10-pentachlorobornane. The title compound shows static disorder and almost half the molecule was divided in two partitions with an occupancy ratio of 0.575 (major) to 0.425 (minor). The repulsive close contacts of Cl atoms could possibly be the cause for this disorder.