January 29, 2020, 06:41:02 AM
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Topic: Why Nucleophilic substitution of pyridine undergoes at C2 and C4 but not on C3?  (Read 293 times)

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Offline AussieKenDoll

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Why Nucleophilic substitution of pyridine undergoes predominantly at C2 and C4 but not on C3, why?

Offline spirochete

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Draw the mechanism, including all resonance structures for the anionic intermediate. Then, think about them. Where is negative charge more stable in anions? That will explain it.

Offline AussieKenDoll

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the positive charge is on C2, C4 and C6 on the resonance structures? but I still do not understand why

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