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NEET levelSingle correct optionDifficulty 1 of 3nc020

Aniline is a weaker base than ammonia mainly because:

Athe nitrogen of aniline is sp3 hybridised while that of ammonia is sp2
Bthe lone pair on nitrogen is delocalised into the benzene ring
Caniline has a larger molar mass
Dthe phenyl group is electron donating by the +I effect

Answer: B

In aniline the nitrogen lone pair is in conjugation with the ring (resonance), so it is less available for protonation. The anilinium ion has no such stabilisation, which shifts the equilibrium away from protonation. The phenyl group withdraws electrons.

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