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NEET levelSingle correct optionDifficulty 1 of 3g2057

Aniline is a weaker base than cyclohexylamine mainly because

  1. Aaniline has a larger molar mass
  2. Bthe N atom in aniline is sp hybridised while in cyclohexylamine it is sp
  3. Caniline has no lone pair on nitrogen
  4. Dthe lone pair on N in aniline is delocalised into the benzene ring

Answer: D

In aniline the nitrogen lone pair is in conjugation with the ring pi system (resonance), so it is less available for protonation. In cyclohexylamine the lone pair is localised and enhanced by the alkyl group.
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