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Question

Which of the following reacts with phenol to give salicyladehyde after hydrolysis?

A
Dichloro methane
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B
Trichloro methane
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C
Methyl chloride
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D
None of the above
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Solution

The correct option is B Trichloro methane
When phenol gets converted to salicylaldehyde in the presence of CHCl3+Aq.NaOH followed by hydrolysis, the reaction is known as Reimer-Tiemann reaction. It is an electrophilic substitution reaction, reaction intermediate dichloro carbene is formed and acts as an electrophile. Hence, the correct answer will be trichloro methane.


Mechanism:
The mechanism of Riemer-Tiemann reaction involves 3 steps.

Step-1:
Formation of carbene

Step-2:
Formation of intermediate

Step-3:
Hydrolysis of intermediate

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