Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 13, Problem 48P
Interpretation Introduction

Interpretation: Reason behind the formation of acetone containing 18O when enzymatic decarboxylation of acetoacetate is carried out in H218O has to be stated.

Concept introduction: Decarboxylation of acetoacetate is initiated by an enzyme named acetoacetate decarboxylase. Enzyme forms protonate imine with substrate acetoacetate. It loses carbondioxide in presence of a H218O to form an enamine. The reaction proceeds further and undergoes hydrolysis to regenerate the enzyme.

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Essential Organic Chemistry (3rd Edition)

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