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Question

Chemistry Question on Organic Chemistry

Phenol treated with chloroform in presence of sodium hydroxide, which further hydrolysed in presence of an acid results

A

Salicyclic acid

B

Benzene-1,2-diol

C

Benzene-1, 3-diol

D

2-Hydroxybenzaldehyde

Answer

2-Hydroxybenzaldehyde

Explanation

Solution

The reaction of phenol with chloroform in the presence of sodium hydroxide, followed by hydrolysis in an acidic medium, is known as the Reimer-Tiemann reaction. This reaction results in the formation of 2-hydroxybenzaldehyde (commonly known as salicylaldehyde). The reaction can be represented as:
Phenol+CHCl3+NaOH2-Hydroxybenzaldehyde (salicylaldehyde)\text{Phenol} + \text{CHCl}_3 + \text{NaOH} \rightarrow 2\text{-Hydroxybenzaldehyde (salicylaldehyde)}

The reaction involves the introduction of a formyl group (-CHO) at the ortho position relative to the hydroxyl group (-OH), producing 2-hydroxybenzaldehyde.

The Correct Answer is: 2-Hydroxybenzaldehyde