Alcohols Phenols And Ethers Question 52

Question: Reaction of phenol with chloroform/sodium hydroxide to give $ o $ -hydroxy benzaldehyde involves the formation of

[J & K 2005]

Options:

A) Dichloro carbene

B) Trichloro carbene

C) Chlorine atoms

D) Chlorine molecules

Show Answer

Answer:

Correct Answer: A

Solution:

This is Reimer-Tiemann reaction where the electrophile is dichlorocarbene $ (:CCl_2) $ generated from chloroform by the action of a base. $ O{H^{-}}+CHCl_3 $ ⇌ $ HOH+:CCl_2^{-}\to C{l^{-}}+:CCl_2 $