Aromatic Compounds Containing Nitrogen - Result Question 27

28. Aniline reacts with mixed acid (conc. $HNO _3$ and conc. $H _2 SO _4$ ) at $288 K$ to give $P(51 \text{%}), Q(47 \text{%})$ and $R$ $(2 \text{%})$. The major product(s) of the following sequence is (are)

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Major product(s)

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(2018 Adv.)

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Answer:

Correct Answer: 28. (d)

Solution:

  1. Given, Aniline $\xrightarrow[\text { Conc. } H _2 SO _4]{\text { Conc. } HNO _3+} \underset{(51 \text{%})}{P}+\underset{(47 \text{%})}{Q}+\underset{(2 \text{%})}{R}$

Then $P, Q$ and $R$ will be

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Now from $S$ to major products its given.

$$ S \xrightarrow[\substack{\text { (3) } NaNO _2, HCl / 273-278 K \\ \text { (4) } H _3 PO _2}]{\substack{\text { (1) } Sn / HCl \\ \text { (2) } Br _2 / H _2 O \text { (Excess) }}} \text { Major product } $$

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1, 3, 4, 5-tetrabromobenzene

Hence, only (d) is the correct answer.