When 3-bromopyridine is used in this reaction, stronger reaction conditions arerequired and a mixture of 3-aminopyridine and 4-aminopyridine results. Propose amechanism to explain this curious result.

When 3-bromopyridine is used in this reaction, stronger reaction conditions arerequired and a mixture of 3-aminopyridine and 4-aminopyridine results. Propose amechanism to explain this curious result.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter22: Reactions Of Benzene And Its Derivatives

Section: Chapter Questions

Problem 22.63P

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When 3-bromopyridine is used in this reaction, stronger reaction conditions are
required and a mixture of 3-aminopyridine and 4-aminopyridine results. Propose a
mechanism to explain this curious result.

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