NUCLEAR MAGNETIC RESONANCE SPECTRA OF SIX-MEMBERED ALCYCLIC RING COMPOUNDS AT LOW TEMPERATURE: IV. PARTIALLY DEUTERATED 1,2-trans-CHLOROIODOCYCLOHEXANE

A 50/50 mole% mixture of 1-iodo-2-chloro-1,3,3-trideutero-, and 1-chloro-2-iodo-1,3,3-trideutero-cyclohexane has been synthesized. At −93 °C in a CS2 solution iodochlorocyclohexane shows resolution into diaxial and diequatorial halogen forms. Analysis of the adjacent proton resonance signal intensities shows that this compound exists 68±3 mole% in the diaxial halogan form. This is quite similar to 1,2-dibromocyclohexane, which has 70 mole% in the diaxial form, and is in contrast to 1,2-dichlorocyclohexane, which has a more stable diequatorial form.