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ananth910 (38)

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i wantt to know why pyroole is aromatic ....reason and can u please tell me how pyroole is planar isnt nitrogen sp3 hybridised

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catch_arnnie (521)

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as far as i know, nitrogen has a lone pair which can be kept in either sp3 hybrid orbital or in p ortbital if sp2 hybrid. so, when there is scope for resonance, the hybridisation of nitrogen is sp2 for better stabilisation of product. so, pyrrole is aromatic.

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abhixx1 (20)

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hubby listen ,,,in case of pyroll ,,the lone pair of nitrogen is engaged in resonance ... n dis leads to sp2 hybridisation

in case of pyridine ,,the lone pair is idle .... n is not engaged in reson.. so for dis reason pyridine is more basic than pyrrol <<<>


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Omi (80)

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yupp abhii is absoultely rite....!!!!
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iitkgp_bipin (6498)

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Pyrrole is a five membered ring with a nitrogen in the ring . The ring system has two double bonds with the nitrogen lending its lone pair of electrons as the necessary fifth and sixth Pi electron in the ring. Because the Nitrogen atom is bonded to two sp2 carbons, its orbitals must also be sp2 in order to have maximum overlap for maximum stability. The lone pair is locked into the ring structure to maintain the more stable aromatic configuration. Thats why its planar.

Bipin Kumar Dubey
Chemical Dept.
IIT Kharagpur

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