JEE PYQ: Hydrocarbons Question 4
Question 4 - 2021 (17 Mar Shift 1)
Methylenecyclohexane with $\text{CH}_3$ group $\xrightarrow{\text{Br}_2/\text{CCl}_4}$ A (Major product)
The major product A is:
(1) Br on exocyclic carbon with cyclohexyl ring
(2) Br and $\text{CH}_3$ on same carbon with ring
(3) Br on ring carbon with $\text{CH}_3$ substituents
(4) Br on ring with methyl groups rearranged
Show Answer
Answer: (4)
Solution
The double bond undergoes electrophilic addition with $\text{Br}_2$. The carbocation formed undergoes methyl shift (rearrangement) to give the more stable tertiary carbocation, which then gets attacked by $\text{Br}^-$.
BETA
