Consider the following reaction sequence: (1,2-dibromoethyl)cyclopentane (i) Zn, Intermediate (ii) HCl Major Product (P) The major product (P) is:

Step-by-step solution

Reaction of (1,2-dibromoethyl)cyclopentane with Zn and heat leads to dehalogenation, forming vinylcyclopentane. Upon addition of HCl, the terminal double bond is protonated to form a secondary carbocation at the carbon adjacent to the five-membered ring, yielding a 1-cyclopentylethyl cation. To relieve angle strain, the five-membered ring undergoes expansion. One of the ring C-C bonds migrates to the exocyclic carbocation, expanding the ring to a six-membered cyclohexane ring and leaving a secondary carbocation on