Predict the major product(s)for the following transformation:

Question

Quizplus · Accepted Answer

The starting material is a tertiary alcohol, so it will likely undergo an E1 mechanism with acid catalysis. The first step will be protonation of the alcohol group to form a more stable carbocation intermediate. In this case, the resulting carbocation is a tertiary carbocation, which is relatively stable. The most likely product will then be formed by deprotonation of the carbocation to form a double bond. In this case, the double bond is formed between the carbon that was originally bonded to the alcohol group and the neighboring carbon, leading to the formation of a cyclohexene ring. Only the product in choice III shows a cyclohexene ring, so that is the correct answer. The other choices are either alcohols or do not form a cyclohexene ring.

Predict the Major Product(s)for the Following Transformation