JEE Main Chemistry question

Toluene reacts with excess of Cl in presence of sunlight to give a product, which on hydrolysis followed by reaction with NaOH gives [OJEE 2004]

(A)Sodium benzoateCorrect
(B)Sodium *o*-toluate
(C)Sodium *m*-toluate
(D)None of these

Answer: (A)

Solution

Under sunlight (radical, side-chain conditions), excess Cl substitutes all three benzylic hydrogens of toluene's methyl group to give benzotrichloride (CHCCl).

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Question ID VK-142265