Chemical shifts in methylcyclohexane

Abstract

In order to determine the effect of a single methyl group on the chemical shifts of protons in a cyclohexane ring, methylcyclohexane-1 ,2,3,3,5,5-d6 has been synthesized. The protons in the 4-position and the 2,6-equatorial protons are not significantly different from those in ring-frozen cyclohexane. The 2,6-axial protons, however, experience an up-field shift of about 15 Hz from the position of the other axial protons. These observations are discussed in terms of the structure of me thy lcyclohexane .