Assertion : Reimer-Tiemann reaction of phenol | vedclass

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Question

(C) The Reimer-Tiemann reaction of phenol with $CHCl_3$ in $NaOH$ proceeds through the formation of a dichlorocarbene $(:CCl_2)$ intermediate to yield

Vedclass · Accepted Answer

If the Assertion is correct but Reason is incorrect.

Vedclass · Answer

(C) The Reimer-Tiemann reaction of phenol with $CHCl_3$ in $NaOH$ proceeds through the formation of a dichlorocarbene $(:CCl_2)$ intermediate to yield salicylaldehyde. However,when phenol reacts with $CCl_4$ in $NaOH$,the reaction proceeds via a different mechanism involving a trichloromethyl anion intermediate to yield salicylic acid. Therefore,the assertion is correct,but the reason is incorrect because dichlorocarbene is not the intermediate when $CCl_4$ is used.

Assertion : Reimer-Tiemann reaction of phenol with $CCl_4$ in $NaOH$ at $340 \ K$ gives salicylic acid as the major product. Reason : The reaction occurs through intermediate formation of dichlorocarbene.

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