Determine whether the cis isomer or the trans isomer of the following compound is more stable.

In disubstituted cyclohexanes, the bulkier substituent favors an equatorial position due to the steric interactions. methyl, ethyl, and isopropyl groups (when at axial positions) do not increase the ring strain as much as the tert-butyl group on the axial position.

Draw the chair form for the axial conformations of cis-1-isopropyl-3-methylcyclohexane and cis-1-tert-butyl-3-methylcyclohexane to explain why the tert-butyl group causes a large increase in energy compared to the isopropyl group.

Illustrate the chair conformations of the following compound, and identify the conformation that exhibits a greater stability.

A tert-butyl group has a greater preference for the equatorial position than does a methyl group. Explain why this is true.

Draw the most stable chair conformation of the following substituted cyclohexane: Isopropycyclohexane,

For each pair of conformers shown below, identify the more stable conformer.

Each of the compounds given below has a diequatorial-substituted conformer and a diaxial-substituted conformer. Which compound has a higher percentage of the diequatorial-substituted conformer?

(i) trans-1-ethyl-4-methylcyclohexane

(ii) cis-1-tert-butyl-3-ethylcyclohexane