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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?

ChemistryCarboxylic Acid DerivativesAP EAMCETAP EAMCET 2023 (17 May Shift 1)
Options:
  • A $\mathrm{X}=$ Conc. $\mathrm{HNO}_3+$ Con. $\mathrm{H}_2 \mathrm{SO}_4$;
    $\mathrm{Y}=3-$ Nitrobenzoic acid
  • B $\mathrm{X}=\mathrm{Br}_2 / \mathrm{Fe} \quad \mathrm{Y}=3-$ Bromobenzoic acid
  • C $\mathrm{X}=\mathrm{NaOH}, \mathrm{CaO} \quad \mathrm{Y}=$ Benzene
  • D $\mathrm{X}=\mathrm{CH}_3 \mathrm{Cl} / \mathrm{AlCl}_3 \quad \mathrm{Y}=3-$ Methylebenzoic acid
Solution:
2609 Upvotes Verified Answer
The correct answer is: $\mathrm{X}=\mathrm{CH}_3 \mathrm{Cl} / \mathrm{AlCl}_3 \quad \mathrm{Y}=3-$ Methylebenzoic acid


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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