Provide a plausible arrow pushing mechanism for the reaction below. Note that the starting material contains an acidic proton on the carboxylic acid and that HONO is also an acid. You may assume that there is more than one equivalent of HONO. You may use a generic conjugate base :A- to transfer protons. NH2 HO

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
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.25P
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In the product, N is triple bonded to an another N with a positive charge
Provide a plausible arrow pushing mechanism for the reaction below. Note that the starting
material contains an acidic proton on the carboxylic acid and that HONO is also an acid. You
may assume that there is more than one equivalent of HONO. You may use a generic
conjugate base :A- to transfer protons.
NH2
HO
Transcribed Image Text:Provide a plausible arrow pushing mechanism for the reaction below. Note that the starting material contains an acidic proton on the carboxylic acid and that HONO is also an acid. You may assume that there is more than one equivalent of HONO. You may use a generic conjugate base :A- to transfer protons. NH2 HO
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