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With respect to the following reaction, consider the given statements:
(A) o-Nitroaniline and p-nitroaniline are the predominant products.
(B) p-Nitroaniline and m-nitroaniline are the predominant products.
(C) HNO$$_3$$ acts as an acid.
(D) H$$_2$$SO$$_4$$ acts as an acid.
Choose the correct option.
Given reaction:
$$C_6H_5NH_2\xrightarrow[\;288\,K\;]{HNO_3/H_2SO_4}\text{Nitroanilines}$$
Step 1: Generation of the electrophile
$$HNO_3 + H_2SO_4 \rightarrow H_2NO_3^+ + HSO_4^-$$
$$H_2NO_3^+ \rightarrow NO_2^+ + H_2O$$
Hence,
$$H_2SO_4$$acts as an acid, while $$HNO_3$$ acts as a base.
Step 2: Protonation of aniline
$$C_6H_5NH_2 + H^+$$ $$\rightleftharpoons C_6H_5NH_3^+$$
The anilinium ion $$-NH_3^+$$ is a strong meta-directing group.
Therefore, direct nitration of aniline gives predominantly:
$$m\text{-nitroaniline}$$ along with a significant amount of $$p\text{-nitroaniline}$$
Evaluation of Statements:
For Statement (A):
$$\text{o-Nitroaniline and p-Nitroaniline are the predominant products}$$
$${\text{False}}$$
For Statement (B):
$$\text{p-Nitroaniline and m-Nitroaniline are the predominant products}$$
$${\text{True}}$$
For Statement (C):
$$HNO_3 \text{ acts as an acid}$$
$${\text{False}}$$
For Statement (D):
$$H_2SO_4 \text{ acts as an acid}$$
$${\text{True}}$$
Therefore,
$${\text{Statements (B) and (D) are correct}}$$
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