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Q. When phenol is reacted with $CHCl_{3}$ and $NaOH$ followed by acidification, salicyladehyde is obtained. Which of the following species are involved in the above mentioned reaction as intermediate?

Alcohols Phenols and Ethers

Solution:

Riemer-Tiemann reaction involves electrophilic substitution on the highly reactive phenoxide ring
$HCCl_{3}+OH^{-} \to H_{2}O+^{-}: CCl_{3}$
$: \overset{-}{C}\,Cl_{3} \to Cl^{-}+ \underset{\text{C has only a sextet of electrons}}{{:CCl_{2}}}$
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