JEE Main Chemistry question

The reaction of 1 mole each of p-hydroxyacetophenone and methyl magnesium iodide will give

(A)CH₄ + IMgO–C₆H₄–COCH₃Correct
(B)CH₃O–C₆H₄–COCH₃
(C)H₃C–C(OMgI)(CH₃)–C₆H₄–OH
(D)CH₃O–C₆H₄–COCH₃ (duplicate reading)

Answer: (A)

Solution

With only 1 equivalent of the Grignard reagent available, the more acidic phenolic O–H of p-hydroxyacetophenone reacts first (simple acid–base deprotonation, releasing methane and

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Question ID VK-149380