Chapter 4, Problem 40P

$\left(\text{-}\right)\text{-Menthol}$ is the most stable stereoisomer of $\text{2-isopropyl-5-methylcyclohexanol}$ and hasthe R configuration at the hydroxyl-substituted carbon.

Draw the preferred conformation of $\left(\text{-}\right)\text{-menthol}$.

$(+)\text{-isomenthol}$ has the same constitution as $\left(\text{-}\right)\text{-menthol}$. The configurations at $\text{C-1}$ and $\text{C-2}$ of $(+)\text{-isomenthol}$ are the opposite of the corresponding chirality centers of $\left(\text{-}\right)\text{-menthol}$. Write the preferred conformation of $(+)\text{-isomenthol}$.