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JEE Main levelSingle correct optionDifficulty 2 of 3nc025

The correct order of decreasing basicity is:

Aaniline > 4-methoxyaniline > 4-methylaniline > 4-nitroaniline
B4-methoxyaniline > 4-methylaniline > aniline > 4-nitroaniline
C4-nitroaniline > aniline > 4-methylaniline > 4-methoxyaniline
D4-methylaniline > 4-methoxyaniline > aniline > 4-nitroaniline

Answer: B

At the para position,

OCH X_{3}

donates by the +R effect, which exceeds the +I and hyperconjugation effect of

CH X_{3}

. Both donors raise basicity above aniline, whereas

NO X_{2}

withdraws by -I and -R and lowers it strongly. Hence the order is

OCH X_{3}

>

CH X_{3}

> H >

NO X_{2}

.

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