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The amine with the highest pKb value is

  • A.Methanamine
  • B.N-methylmethanamine
  • C.Benzeneamine
  • D.N-Methylaniline
  • E.Ethanamine

Answer: C

The highest pKb belongs to benzenamine (aniline).

A higher pKb means a weaker base. In aniline the nitrogen lone pair is delocalised into the benzene ring, so it is much less available for protonation; aniline's pKb is about 9.38.

N-Methylaniline is slightly stronger (pKb about 9.30) because the methyl group donates electrons. The aliphatic amines are far stronger bases, with pKb near 3.3-3.4 for methanamine, ethanamine and N-methylmethanamine.

The order of base strength in water among the aliphatic amines (secondary > primary > tertiary for methyl groups) does not affect this question, because every aliphatic amine is far stronger than an aromatic one.

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