Chemistry - ALCOHOL & ETHER Question with Solution | TestHub

Question Explanation:

A cyclic ether is treated with $\mathrm{HBr}/\Delta$ to give A , then sodium in ether effects an intramolecular coupling to produce bicyclic product B . We must identify structures of A and B .

Concept:

This question is based on S_N reaction of ether and intramolecular Wurtz reaction.

Solution:

HBr protonates and converts the cyclic ether to the corresponding phenol (A). Sodium in dry ether then promotes intramolecular coupling of the benzylic bromide with the other adjacent alkyl bromide

(Product)