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JEE Main levelSingle correct optionDifficulty 2 of 3g2072

Arrange in decreasing order of basic strength in aqueous solution: aniline, 4-nitroaniline, 2,4-dinitroaniline.

Aaniline > 4-nitroaniline > 2,4-dinitroaniline
B2,4-dinitroaniline > 4-nitroaniline > aniline
C4-nitroaniline > aniline > 2,4-dinitroaniline
Daniline > 2,4-dinitroaniline > 4-nitroaniline

Answer: A

Each nitro group withdraws electron density from the amino nitrogen by the

- M

and

- I

effects, lowering basicity. Approximate pKaH values: aniline 4.6, 4-nitroaniline 1.0, 2,4-dinitroaniline about

- 4.4

.

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