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How to know whether lone pair of nitrogen will participate in resonance or not even when a conjugated system is present?

How to know whether lone pair of nitrogen will participate in resonance or not even when a conjugated system is present?

Grade:12th

2 Answers

Arun
25750 Points
4 years ago
If the nitrogen is in a double bond, then the lone pair is in one sp2 orbital, 1 electron is in the p-orbital and 1 electron is in each of the 2 remaining sp2 orbitals. If the nitrogen is not in a double bond, then the lone pair is in a p-orbital and 1 electron is in each of the 3 sp2 orbitals.
Vikas TU
14149 Points
4 years ago

The π-bond - π-bond conjugation is better than π-bond - lone pair conjugation.

In case of Pyridine, The π-bonds are in conjugation and forms aromatic configuration. So, the lone pair of Nitrogen do not participate in conjugation and is localised.

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