1. Tardigrade
  2. Question
  3. Chemistry
  4. Arrange the following in the order of their increasing basicity. /j-toluidine, N,N-dimethyl-/;-toluidine, p-nitroaniline, aniline.

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Q. Arrange the following in the order of their increasing
basicity.
/j-toluidine, N,N-dimethyl-/;-toluidine, p-nitroaniline,
aniline.

IIT JEEIIT JEE 1985

Solution:

p-nitroaniline < aniline < p-toluidine < N,N-dimethyl-p-toluidine.
Nitro group, by electron withdrawing resonance effect decreases
the basic strength. Methyl group by electron donating inductive
effect, increases basic strength.