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  • Under which of the following reaction conditions, aniline gives p-nitro derivative as the major product? (i) Acetyl chloride/pyridine followed by reaction with conc. H_{2}SO_{4} + conc. HNO_{3}

Under which of the following reaction conditions, aniline gives p-nitro derivative as the major product?

(i) Acetyl chloride/pyridine followed by reaction with conc. H_{2}SO_{4} + conc. HNO_{3}

(ii) Acetic anhydride/pyridine followed by conc. H_{2}SO_{4} + conc. HNO_{3}

(iii) Dil. HCl followed by reaction with conc. H_{2}SO_{4} + conc. HNO_{3}

(iv) Reaction with conc. HNO_{3}+conc. H_{2}SO_{4}

Answers (1)

Option (i) and (ii) are the correct answers.

Explanation: When aniline reacts with acetyl chloride or acetic anhydride in the presence of pyridine produces N-acetyl aniline. This is a ortho, para directing group which produces p-nitroaniline on reaction with nitrating mixtures. As shown below:

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