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Question

The reaction of phenol with chloroform in presence of dilute sodium hydroxide finally introduces which one of the following functional groups?

A
COOH
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B
CHCl2
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C
CHO
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D
CH2Cl
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Solution

The correct option is C CHO
This is the wordy version of what is referred to as orthoformylation of phenol via a dichlorocarbene intermediate.
In popular parlance, this is the Reimer-Tiemann reaction.

Some of you might know that the mechanism proceeds through the introduction of CHCl2 at
the ortho position but the problem statement says "finally introduces which one of... ".
Hence, the answer.

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