Chapter 4, Problem 4.22P

Using the cyclohexane with the C’s numbered as shown, draw a chair form that fits each

description.

a. The ring has an axial ${\text{CH}}_{\text{3}}$ group at $\text{C1}$ and an equatorial $\text{OH}$ on $\text{C2}$.

b. The ring has an equatorial ${\text{CH}}_{\text{3}}$ group on $\text{C6}$ and an axial $\text{OH}$ group on $\text{C4}$.

c. The ring has equatorial $\text{OH}$ groups on $\text{C1},\text{C2}$ and $\text{C5}$.