Question:

Given below are two statements:
Statement I : Aniline is less basic than acetamide.
Statement II : In aniline, the lone pair of electrons on nitrogen atom is delocalised over benzene ring due to resonance and hence less available to a proton.
Choose the most appropriate option :

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Resonance involving a carbonyl group (as in amides) suppresses basicity much more strongly than resonance with a benzene ring.
Updated On: Feb 2, 2026
  • Both statement I and statement II are true.
  • Both statement I and statement II are false.
  • Statement I is true but statement II is false.
  • Statement I is false but statement II is true.
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The Correct Option is D

Solution and Explanation

Statement II: In aniline, the lone pair of electrons on the nitrogen atom is delocalised into the benzene ring through resonance. As a result, the availability of the lone pair for protonation decreases. Hence, aniline is a weak base. Therefore, Statement II is true. Statement I: In acetamide ($CH_3CONH_2$), the lone pair on nitrogen is involved in strong resonance with the adjacent carbonyl group. The resonance structure places negative charge on the oxygen atom, which is highly electronegative, making the lone pair on nitrogen much less available for protonation. Thus, acetamide is far less basic than aniline. Numerically, \[ \text{p}K_b(\text{aniline}) \approx 9.4,\qquad \text{p}K_b(\text{acetamide}) \approx 14.5 \] Since higher p$K_b$ implies weaker basicity, acetamide is weaker than aniline. Hence, the statement “aniline is less basic than acetamide” is false. Conclusion: \[ \boxed{\text{Statement I is false but Statement II is true}} \] \[ \boxed{\text{Option (D)}} \]
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