The correct increasing order of basic strength for the following compounds is : [(I) aniline, (II) 4-nitroaniline, (III) 4-methylaniline]

three substituted anilines I, II, III

1. III < I < II

2. III < II < I

3. II < I < III

4. II < III < I

Doubtly Asked 30 Oct 2026 NEET UG 2017 Practice test neet Save WhatsApp Report

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Answer: 3. II < I < III

Key idea: basic strength depends on how available the lone pair on N is.

\(\mathrm{-CH_3}\) is electron-donating (+I, hyperconjugation), which increases electron density on N, so it is more basic than aniline.
\(\mathrm{-NO_2}\) withdraws electrons by -R and -I effects, which decreases electron density on N, so it is the weakest base.

Order: II (4-nitroaniline) < I (aniline) < III (4-methylaniline).

Doubtly AI · 30 Oct 2026 AI-generated · not yet verified Report

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