Absolute Configuration of a Tetrachloro Monoterpene from Plocamium cartilagineum

Abstract

The molecular structure of the naturally occurring title compound, 2,4,5-trichloro-1-chloroethenyl-1,5-dimethylcyclohexane, C10H14Cl4, consists of a cyclohexane ring in a chair conformation with three Cl atoms, two tertiary methyl groups and a chlorovinyl group as substituents. The absolute configuration was determined by the Flack test to be (1S,2R,4R,5S,1'E)-1,2,4-trichloro-5-(2'-chloroethenyl-1,5-dimethylcyclohexane). This compound is then a diastereomer of that isolated from Plocamium hamatum J. Agardh, This species is noted for its insecticidal activity.