JEE Main · 2021 · 18 Mar 2021 · Shift 1 · Hydrocarbons

Considering the above chemical reaction, identify the product " X ":

(A) $X -$ (see structure)
(B) $X -$ (see structure)
✓ Correct
(C) $X -$ (see structure)
(D) $X -$ (see structure)

Answer: (B)

Solution

The substrate is 4-methylanisole, whose methyl group sits on the ring and carries benzylic hydrogens. Alkaline

KMn O_{4}

attacks such a side chain and oxidises it past the alcohol and aldehyde stages to the carboxylate, since every intermediate still holds a benzylic hydrogen available for further oxidation; the acidic work-up then liberates the free acid. The methoxy group is an aryl ether with no benzylic hydrogen and is untouched. X is 4-methoxybenzoic acid.

JEE Main · 2021 · 18 Mar 2021 · Shift 1 · Single correct option

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