July 03, 2020, 03:52:31 PM
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Topic: Is the Nitrogen in a Pyrimidine ring electron donating or withdrawing?  (Read 1277 times)

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Offline Zensation

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Sort of confused here. I am inclined to think it is electron withdrawing since the pKa is so low, but I've never really understood how Nitrogen or NH on a ring can be electron withdrawing. Aren't amines typically nucleophilic? Does the absense of 1 or more hydrogen increase the electrophilicity? 

Offline Hunter2

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It is donating. It is not part of the aromatic system. Difference to Pyrrol, where it is part fhe aromatic system.

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