Which of the following reacts with phenol to gives salicylaldehyde after hydrolysis ?

Dichloro methane

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Trichloro methane

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Methyl chloride

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None of the above

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Solution

The correct option is B Trichloro methane
Phenol reacts with chloroform (trichloromethane) in the presence of aqueous sodium or potassium hydroxide at 340 K followed by hydrolysis of the resulting product and gives salicylaldehyde. The reaction is called Reimer-Tiemann reaction.
Note : In this reaction, dichlorocarbene intermediate is formed.

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