JEE Main · 2022 · 25 Jun 2022 · Shift 2 · Alcohols Phenols and Ethers

Amongst the following, the major product of the given chemical reaction is

(A)(see structure)
✓ Correct
(B)(see structure)
(C)(see structure)
(D)(see structure)

Answer: (A)

Solution

The reaction involves the addition of

Br X_{2}

and methanol to a cyclic alkene. This is a haloalkoxylation reaction where the bromine adds to the double bond and methanol acts as the nucleophile. The mechanism proceeds via a bromonium ion intermediate. The methoxy group attacks from the opposite side (anti-addition), and the bromine adds to the more substituted carbon following Markovnikov's rule. The stereochemistry shows trans-diaxial addition, giving the product shown in option (A).

JEE Main · 2022 · 25 Jun 2022 · Shift 2 · Single correct option

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