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Question: Answered & Verified by Expert
Rank the following compounds in order of increasing basicity.

ChemistryGeneral Organic ChemistryCOMEDKCOMEDK 2023
Options:
  • A $4 < 2 < 1 < 3$
  • B $4 < 1 < 3 < 2$
  • C $4 < 3 < 1 < 2$
  • D $2 < 1 < 3 < 4$
Solution:
1893 Upvotes Verified Answer
The correct answer is: $4 < 3 < 1 < 2$
As, EDG on benzene increase the basicity and EWG decrease thus when (EWG) is directly attached to benzene nucleus it is, least basic strength.
(1) aromatic amine
(2) aliphatic $-\mathrm{CH}_2 \mathrm{NH}_2$, thus maximum basic strength
(3) aromatic but $-\mathrm{NO}_2$ group is (EWG) decreasing electron density at $\mathrm{N}$-atom
(4)

$4 < 3 < 1 < 2$

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