MCQMediumJEE Main 2023 · 29 January, Shift 2Reaction Mechanisms (Substitution, Addition, Elimination)

Chemistry Question from JEE Main 2023 · 29 January, Shift 2

Find out the major products from the following reaction sequence:

Reaction scheme showing p-chloroacetophenone reacting by two paths: with NaCN then EtOH, H3O+ to give A, and with excess MeMgBr followed by H3O+ to give B.
  • A
    Option A shows product A as a cyanohydrin hydrolysis product with CO2H and OH on the same benzylic carbon, and product B as a diol formed after excess MeMgBr addition.
  • B
    Option B shows product A as an ester-containing compound with HO and CO2Et on the same benzylic carbon, and product B as a substituted diol after Grignard addition.
  • C
    Option C shows product A as a cyanohydrin with CN and OH on the benzylic carbon, and product B as an amino alcohol containing NH2 after further transformation.
  • D
    Option D shows product A with nitrile substitution on the ring and NC and OH on the benzylic carbon, and product B as a benzylic diol chain with methyl substituents.

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