In the following compound,
the favourable site/s for protonation is/are :
the favourable site/s for protonation is/are :
Show Hint
- (b), (c) and (d)
- (a) and (e)
- (a) and (d)
- (a)
The Correct Option is A
Solution and Explanation
(a) -NH2: its lone pair is delocalised into the ring (amidine-type resonance), so it is non-basic.
(e) N-H (pyrrole-type): its lone pair is part of the aromatic sextet, so it is non-basic.
(b), (c), (d): pyridine-type sp2 nitrogens with the lone pair in the plane of the ring, not involved in aromaticity, hence available for protonation.
Favourable sites: (b), (c) and (d).
Answer: (1) (b), (c) and (d)
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