Question

Select the correct options in view of the following reaction:

• A. $ZnC{l}_2$ acts as Lewis acid
• B. The reaction proceeds via $S_{N}2$
• C. The products are racemic
• D. The products are optically active

Answer 1

Answer: (A), (D)

The products are optically active

A tertiary alcohol is treated with $ZnC{l}_2$ – which acts as a Lewis acid in this reaction.
In an $S_{N}1$, the OH group departs leaving behind a stable tertiary carbocation,
which is attacked by chloride. Since the carbocation is attacked on either side, the products are: