Abstract: Conformational preferences have been measured for the first time for 4-substituted cyclohexenes in a solvent of low polarity. Measurements were made for the substituents C1, Br, I, OH, OSiMe,, and CN and were compared with conformational preferences in cyclohexyl and exo-methylenecyclohex-3-yl. In the nearly nonpolar solvent CFZCI2, in which intramolecular interactions are maximized, there is a much larger axial population for ...