question_answer

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

A)  \[CHC{{l}_{3}}\]                              

B)  \[CHC{{l}_{2}}\]

C)  \[{}_{\bullet }^{\bullet }CC{{l}_{2}}\]                                     

D)  \[COC{{l}_{2}}\]

Correct Answer: C

Solution :

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