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Answer: Propose a plausible mechanism for the following

Chapter 10, Problem 10.64

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QUESTION:

Propose a plausible mechanism for the following tautomerization process: N H CH3 N CH3 H3O+

Questions & Answers

QUESTION:

Propose a plausible mechanism for the following tautomerization process: N H CH3 N CH3 H3O+

ANSWER:

Step 1 of 3

These structures are very similar to enol-keto tautomers. In fact, these are known as enamine-imine tautomers. They will isomerize using a very similar mechanism as the enol-keto isomerization.

First, the alkene of the enzyme is protonated to give a carbocation.

                                           

     

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