QuestionOrganic / ring expansion
The major product formed in the following reaction is:


- (a) 1-(2-Chloroethyl)-1-methylcyclobutane
- (b) 1-(1-Chloroethyl)-1-methylcyclobutane
- (c) 1-Chloro-1,2-dimethylcyclopentane
- (d) 1-Chloro-2,2-dimethylcyclopentane
Answer: (c)
HCl adds Markovnikov: secondary cation next to the strained cyclobutane. Ring expansion (C–C shift) relieves strain and gives a tertiary cyclopentyl cation carrying CH₃; Cl⁻ traps it → 1-chloro-1,2-dimethylcyclopentane → (c).