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 $P(51 %), Q(47 %)$ and $R$ $(2 %)$. The major product(s) of the following sequence is (are)
Major product(s)
(2018 Adv.) (a)
(c)
(b)
(d)
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Answer:
Correct Answer: 28. (c)
Solution:
- Given, Aniline $\xrightarrow[\text { Conc. } H _2 SO _4]{\text { Conc. } HNO _3+} \underset{(51 %)}{P}+\underset{(47 %)}{Q}+\underset{(2 %)}{R}$
Then $P, Q$ and $R$ will be
(i) $Ac _2 O$, pyridine
Its given $\quad R \xrightarrow[\text { (iii) } H _3 O^{+}]{\text {(ii) } Br _2, CH _3 COOH} S$
(iv) $NaNO _2, HCl / 273-278 K$
(v) $EtOH, \Delta$
$\underbrace{-CH _3 COOH} _{Br}$
$(S)$
Now from $S$ to major products its given.
$$ S \xrightarrow[\substack{\text { (iii) } NaNO _2, HCl / 273-278 K \ \text { (iv) } H _3 PO _2}]{\substack{\text { (i) } Sn / HCl \ \text { (ii) } Br _2 / H _2 O \text { (Excess) }}} \text { Major product } $$
1, 3, 4, 5-tetrabromobenzene
Hence, only (d) is the correct answer.
