JEE PYQ: Aromatic Compounds Question 2
Question 2 - 2021 (24 Feb Shift 2)
The correct order of the following compounds showing increasing tendency towards nucleophilic substitution reaction is:
(i) Chlorobenzene with one $\text{NO}_2$ at ortho (ii) Chlorobenzene (no $\text{NO}_2$) (iii) Chlorobenzene with $\text{NO}_2$ at ortho and para (iv) Chlorobenzene with $\text{NO}_2$ at 2,4,6 positions
(1) (iv) < (i) < (iii) < (ii)
(2) (iv) < (i) < (ii) < (iii)
(3) (i) < (ii) < (iii) < (iv)
(4) (iv) < (ii) < (iii) < (iv)
Show Answer
Answer: (3)
Solution
Reactivity towards nucleophilic substitution is proportional to the number of $-\text{NO}_2$ groups ($-M$ and $-I$ effect) present at ortho/para position.