question_answer

In the reaction of phenol with chloroform and aqueous solution of\[\text{NaOH}\]at \[\text{70}{{\,}^{o}}C,\] the electrophile attacking the ring is

A)  \[CHC{{l}_{3}}\]

B) \[CHC{{l}_{2}}\]

C)  \[_{.}^{.}CC{{l}_{2}}\]

D)  \[COC{{l}_{2}}\]

Correct Answer: C

Solution :

 When phenol reacts with chloroform and aqueous NaOH solution, it give salicyl- aldehyde. \[CHC{{l}_{3}}+O{{H}^{-}}{{H}_{2}}O+CCl_{3}^{-}\] \[CCl_{3}^{-}\xrightarrow[{}]{{}}_{.}^{.}\underset{\,\,\,\,\,\text{dichlorocarbene}}{\mathop{CC{{l}_{2}}}}\,+C{{l}^{-}}\]