JEE Main Chemistry question

A six-membered cyclic ether bearing a methyl substituent on the ring carbon adjacent to the ring oxygen reacts with HBr. The product is

(A)A ring-retained bromohydrin-type product, with Br introduced at the carbon best able to stabilise positive charge during ring-openingCorrect
(B)The unreacted starting ether
(C)A fully aromatic product
(D)A product with no bromine incorporated

Answer: (A)

Solution

Protonation of the ring oxygen by HBr followed by ring-opening places the incoming bromide at the ring carbon that can best stabilise the developing positive character (the more

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Question ID VK-148915