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36
MCQ (Multiple Correct Answer)

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

A
Acetyl chloride/pyridine followed by reaction with conc. $\mathrm{H}_2 \mathrm{SO}_4+$ conc. $\mathrm{HNO}_3$
B
Acetic anhydride/pyridine followed by conc. $\mathrm{H}_2 \mathrm{SO}_4+$ conc. $\mathrm{HNO}_3$
C
Dil. HCl followed by reaction with conc. $\mathrm{H}_2 \mathrm{SO}_4+$ conc. $\mathrm{HNO}_3$
D
Reaction with conc. $\mathrm{HNO}_3+$ conc. $\mathrm{H}_2 \mathrm{SO}_4$
37
MCQ (Multiple Correct Answer)

Which of the following reactions belong to electrophilic aromatic substitution?

A
Bromination of acetanilide
B
Coupling reaction of aryldiazonium salts
C
Diazotisation of aniline
D
Acylation of aniline
38
Subjective

What is the role of $\mathrm{HNO}_3$ in the nitrating mixture used for nitration of benzene?

Explanation

$\mathrm{HNO}_3$ acts as a base in the nitrating mixture and provide the electrophile, $\mathrm{NO}_2^{+}$on reaction with $\mathrm{H}_2 \mathrm{SO}_4$ as follows

$$\mathrm{\mathop {HN{O_3}}\limits_{Base} + \mathop {{H_2}S{O_4}}\limits_{Acid} \buildrel {} \over \longrightarrow \mathop {{H_2}N{O_3}}\limits_{conjugate\,acid} + HSO_4^ - \buildrel {} \over \longrightarrow \mathop {NO_2^ + }\limits_{Electrophile} + HSO_4^ - + {H_2}O}$$

39
Subjective

Why is $\mathrm{NH}_2$ group of aniline acetylated before carrying out nitration?

Explanation

In order to check the activation of benzene ring by amino group, first it is acetylated with acetic anhydride or acetyl chloride in presence of pyridine to form acetanilide which can be further nitrated easily by nitrating mixture.

40
Subjective

What is the product when $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{NH}_2$ reacts with $\mathrm{HNO}_2$ ?

Explanation

$\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{NH}_2$ on reaction with $\mathrm{HNO}_2$ produces $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{~N}_2^{+} \mathrm{Cl}^{-}$as follows