Which of the following is/are the major product(s)of the following reaction?
A)I
B)I and III
C)II
D)II and III
E)III

Question

Which of the following is/are the major product(s)of the following reaction? 
A)I 
B)I and III 
C)II 
D)II and III 
E)III

Quizplus · Accepted Answer

The reactant is a tertiary alcohol and is subjected to acidic conditions and heating, which suggests that the reaction is an E1 mechanism. This means that the leaving group, OH-, departs before the carbocation intermediate is formed. The carbocation can rearrange through hydride or alkyl shifts if it stabilizes it. In this case, the carbocation can rearrange through a hydride shift to form a more substituted carbocation, which is stabilized by the adjacent double bond. The more substituted carbocation will then react with the nucleophilic iodide ion to form the major product, II, 2-iodo-2-methylbutane. The other products, I and III, are minor products resulting from the elimination and rearrangement steps of the reaction, respectively.

Which of the Following Is/are the Major Product(s)of the Following