Discussion
Which of the following amine has the highest pKb value in aqueous phase?
Answer: E
The amine with the highest pKb is Benzenamine.
A higher pKb means a weaker base. In aniline the nitrogen lone pair is delocalised into the benzene ring by resonance, so it is less available to accept a proton. Aniline's pKb is about 9.4.
N-methylbenzenamine (about 9.3) is slightly stronger, because the methyl group pushes electrons onto nitrogen. The aliphatic amines, methanamine, ethanamine and N-methylmethanamine, are much stronger bases, with pKb values around 3.3.
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