Abstract
DL-(1245/36)*2-2, 3, 4, 5, 6-Pentachlorocyclohexanecarbonitrile was synthesized from (1234/56)-1, 4, 5, 6-tetrachloro-2, 3-epoxycyclohexane (α-BTC cis-epoxide). DL-(1245/36)-2, 3, 4, 5, 6-Pentachloro-1-methylcyclohexane was synthesized from the nitrile via DL-(1245/36)-2, 3, 4, 5, 6-pentachlorocyclohexylmethanol, the structure of which was confirmed by PMR spectroscopy using spin decoupling techniques and the shift reagent, Eu (DPM)3. This series of compounds was shown to have the same configuration as γ-BHC. The conformational equilibrium of these compounds is discussed. DL-(1245/36)-2, 3, 5, 6-Tetrachloro-1, 4-dimethyl-cyclohexane was synthesized by a stepwise route involving a Diels-Alder reaction of trans, trans-hexadiene-2, 4 with maleic anhydride.
