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JEE Main levelSingle correct optionDifficulty 2 of 3g1135

Pyridine is a much stronger base than pyrrole because

  1. Ain pyridine the nitrogen lone pair lies in the plane of the ring and is not part of the aromatic sextet, whereas in pyrrole it is
  2. Bpyrrole is not aromatic
  3. Cpyridine has more pi electrons than pyrrole
  4. Din pyridine the nitrogen lone pair is part of the aromatic sextet

Answer: A

In pyridine the sextet comes from the five carbons and one nitrogen p electron; the sp2 lone pair is free to accept a proton. In pyrrole the lone pair is needed to complete the sextet, so protonation would destroy aromaticity.
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