JEE PYQ: Aromatic Compounds Question 1
Question 1 - 2021 (24 Feb Shift 1)
In the following reaction the reason why meta-nitro product also formed is:
Aniline ($\text{C}_6\text{H}_5\text{NH}_2$) reacts with Conc. $\text{HNO}_3$ / Conc. $\text{H}_2\text{SO}_4$ at 288K to give ortho-nitroaniline [A] (51%), para-nitroaniline [B] (47%), and meta-nitroaniline [C] (2%).
(1) Formation of anilinium ion
(2) $-\text{NO}_2$ substitution always takes place at meta-position
(3) Low temperature
(4) $-\text{NH}_2$ group is highly meta-directive
Show Answer
Answer: (1)
Solution
In acidic medium the $-\text{NH}_2$ group in aniline converts into anilinium ion ($\text{C}_6\text{H}_5\text{NH}_3^+$) which is meta-directing.
BETA
