Arrange the following in decreasing order of their basicity

Arrange the following in decreasing order of their basicity
  1. B $\gt$ C $\gt$ A
  2. B $\gt$ A $\gt$ C
  3. A $\gt$ B $\gt$ C
  4. A $\gt$ C $\gt$ B

Solution

Basicity $\propto+I$ effect $\cdot \propto+M$ effect For option (B) nitrogen lone pair is not part of conjugation it is more easily available for donation so it is more basic. For option (A) $\mathrm{OCH}_3$ group is +M group which increase the basicity of nitrogen. For option (C) $\mathrm{NO}_2$ is a electron withdrawing group. It shows -M effect and pull electron from nitrogen of aniline so lone pair on nitrogen are less available for donation.

Asked in: AP EAMCET 2024 (21 May Shift 1)

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