When phenol is reacted with $C H C l_{3}$ and $N a O H$ followed by acidification, salicylaldehyde is obtained. Which of the following species is involved in the above mentioned reaction as an intermediate?

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Solution

The correct option is D
When phenol is treated with $C H C l_{3}$ and $N a O H$ followed by acidification, salicyaldehyde is formed. The reaction is known as Reimer Tiemann reaction.
Reimer Tiemann reaction,

Mechanism of the reaction is:

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C H C l_{3}

N a O H

N a O H

C_{6} H_{5} O H + C H C l_{3} + N a O H \to S a l i c y l a l d e h y d e

$C_{6} H_{5} O H + C H C l_{3} + N a O H \to$ Salicylaldehyde. The electrophile involved in the above reaction is.

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