Chapter 4, Problem 4.11P

Interpretation Introduction

Interpretation:

Both chair conformations of $\text{cis-1, 2-dimethylcyclohexane}$ are to be drawn. Also, which one of them is more stable is to be determined.

Concept introduction:

In the disubstituted cyclohexane, the substituents which are on the same side of the ring are cis to each other. The more favored conformation is the one in which the bulkier substituent is at the equatorial position. Substituents that are cis to each other in one chair conformation remain cis after the chair flip.