Question:
In Reimer - Tiemann reaction, phenol is converted into salicylaldehyde through an intermediate. The structure of intermediate is ______.
In Reimer - Tiemann reaction, phenol is converted into salicylaldehyde through an intermediate. The structure of intermediate is ______.
Updated On: Mar 21, 2025
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The Correct Option is D
Solution and Explanation
In the Reimer-Tiemann reaction, phenol reacts with chloroform (CHCl$_3$) and aqueous sodium hydroxide (NaOH) to form salicylaldehyde via the following mechanism:
Phenol undergoes ortho-substitution due to the electrophilic attack of dichlorocarbene (:CCl$_2$), generated in situ from CHCl$_3$ and NaOH.
The intermediate formed is the sodium salt of dichlorophenol.
On further hydrolysis and protonation, salicylaldehyde is obtained.
The reaction proceeds as:
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