Question

Question: What other alkene is also formed along with Y in Sample Problem 9.3? What alkenes would form from X if no carbocation rearrangement occurred?

Short answer

Answer

The alkene is shown below.

Step-by-step solution

Step-by-Step Solution Step 1: Reaction of alcohol with sulfuric acid

Treatment of alcohol with sulfuric acid results in the formation of alkene. It is followed by the formation of a carbocation. A more stable carbocation is formed by the shifting of hydride or alkyl group.

Formation of alkene

Compound X is 1-cyclohexylethanol. It is treated with sulfuric acid to form a secondary carbocation.

After that, the 1,2 hydride shift takes place to form a more stable carbocation, which is tertiary. The deprotonation takes place to form an alkene.

The mechanism is shown below.

Formation of alkene