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AP EAMCET · Chemistry · Carboxylic Acid Derivatives

In the reaction, if \(\mathrm{X}\) is the reagent and \(\mathrm{Y}\) is the product, which of the following is not feasible?
In the reaction, if \(\mathrm{X}\) is the reagent and \(\mathrm{Y}\) is the product, which of the following is not feasible?

  1. A \(\mathrm{X}=\) Conc. \(\mathrm{HNO}_3+\) Con. \(\mathrm{H}_2 \mathrm{SO}_4\);
    \(\mathrm{Y}=3-\) Nitrobenzoic acid
  2. B \(\mathrm{X}=\mathrm{Br}_2 / \mathrm{Fe} \quad \mathrm{Y}=3-\) Bromobenzoic acid
  3. C \(\mathrm{X}=\mathrm{NaOH}, \mathrm{CaO} \quad \mathrm{Y}=\) Benzene
  4. D \(\mathrm{X}=\mathrm{CH}_3 \mathrm{Cl} / \mathrm{AlCl}_3 \quad \mathrm{Y}=3-\) Methylebenzoic acid
Verified Solution

Answer & Solution

Correct Answer

(D) \(\mathrm{X}=\mathrm{CH}_3 \mathrm{Cl} / \mathrm{AlCl}_3 \quad \mathrm{Y}=3-\) Methylebenzoic acid

Step-by-step Solution

Detailed explanation

This reaction is not feasible because the \(-\mathrm{COOH}\) group interacts with the lewis acid \(\mathrm{AlCl}_3\) and forms acylium ion instead of the usual electrophilic substitution at the ring.
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