Join WhatsApp Icon JEE WhatsApp Group
Question 45

Arrange the following compounds in order of decreasing acidity :

p-Nitrophenol (III): The $$-NO_2$$ group is a powerful electron-withdrawing group. At the para position, it effectively withdraws electron density through resonance ($$-M$$), making it the most acidic among the given options.

p-Chlorophenol (I): Chlorine is electronegative and exerts a $$-I$$ effect. Although it has a $$+M$$ effect, the $$-I$$ effect is more significant in halogens. It is more acidic than alkyl-substituted phenols but less than nitro-substituted ones.

p-Cresol (II): The methyl group is electron-donating through hyperconjugation ($$+H$$) and inductive effect ($$+I$$). This destabilizes the phenoxide ion relative to phenol, making it less acidic than (I) and (III).

p-Methoxyphenol (IV): The methoxy group exhibits a very strong $$+M$$ effect due to the lone pair on the oxygen atom. At the para position, this effect is dominant over its $$-I$$ effect, making it the most electron-donating and thus the least acidic.

The order of decreasing acidity is: III > I > II > IV

Get AI Help

Create a FREE account and get:

  • Free JEE Mains Previous Papers PDF
  • Take JEE Mains paper tests

50,000+ JEE Students Trusted Our Score Calculator

Predict your JEE Main percentile, rank & performance in seconds

Ask AI

Ask our AI anything

AI can make mistakes. Please verify important information.