Basicity of AminesAmines
Which is a stronger base: Benzenamine (Aniline) or Phenylmethanamine (Benzylamine)? Explain the structural reason.
Expert Answer
Benzylamine is stronger. Reason: In Aniline, the lone pair on Nitrogen is involved in resonance with the benzene ring, making it less available for protonation. In Benzylamine ( ), the group isolates the Nitrogen from the ring, preventing resonance, so it behaves like a typical aliphatic amine.