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  4. Reimer-Tiemann reaction introduces an aldehyde group, on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicylaldehydes as depicted below. <img class=img-fluid question-image alt=image src=https://cdn.tardigrade.in/img/question/physics/b973dc2167e52ae5d92d4c0b6e037123-.png /> Which one of the following reagents is used in the above reaction?

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Q. Reimer-Tiemann reaction introduces an aldehyde group, on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicylaldehydes as depicted below.
image
Which one of the following reagents is used in the above reaction?

JEE AdvancedJEE Advanced 2007

Solution:

The reactive intermediate (reagent) for the reaction is generated by the following reaction
$OH ^{-} \text {(aq.) }+ CHCl _{3} \rightleftharpoons CCl _{3}^{-}+ H _{2} O $
$ CCl _{3}^{-} \rightarrow Cl ^{-}: CCl _{4}$