Question

Which one of the following will give a positive result when it is warmed with Chloroform and alcoholic solution of KOH?

• A. N - Methyl-o-Methylaniline
• B. N,N-Dimethylaniline
• C. p-Methylbenzylamine
• D. N-Methyl-p-Methylaniline

Hint:

The Reimer-Tiemann reaction occurs when an amine group is in the para position to the substituent, allowing for the reaction to proceed with chloroform and KOH.

Answer 1

The Correct Option is C

The reaction described in the question is the Reimer-Tiemann reaction, which is a reaction between aromatic compounds and chloroform in the presence of an alcoholic KOH solution. This reaction leads to the formation of a substituted phenol by introducing a formyl group (-CHO) in the aromatic ring. For this reaction to proceed, the amino group (-NH\(_2\)) must be in the para position relative to the methyl group in order to get a positive result. In the given options, p-Methylbenzylamine (option C) will provide the required positioning of the amino group to give a positive result when treated with chloroform and alcoholic KOH, leading to a successful Reimer-Tiemann reaction.