Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 11, Problem 39P

D. N. Kursanov, a Russian chemist, proved that the bond that is broken in the hydroxide-ion-promoted hydrolysis of an ester is the acyl C—O bond, rather than the alkyl C—O bond, by studying the hydrolysis of the following ester under basic conditions:

Chapter 11, Problem 39P, D. N. Kursanov, a Russian chemist, proved that the bond that is broken in the hydroxide-ion-promoted

  1. a. What product contained the 18O label?
  2. b. What product would have contained the 18O label if the alkyl C—O bond had broken?
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