When a methyl ester is hydrolyzed under acidic conditions in H,180, the 180 isotope ends up in the carboxylic acid. When a tert-butyl ester is hydrolyzed under the same conditions, the labeled oxygen ends up in the alcohol product. (a) Propose mechanisms to account for these observations. (b) Explain why each ester undergoes the respective mechanism. CH3 + Но-СНЗ 18 + H180 H ОН
When a methyl ester is hydrolyzed under acidic conditions in H,180, the 180 isotope ends up in the carboxylic acid. When a tert-butyl ester is hydrolyzed under the same conditions, the labeled oxygen ends up in the alcohol product. (a) Propose mechanisms to account for these observations. (b) Explain why each ester undergoes the respective mechanism. CH3 + Но-СНЗ 18 + H180 H ОН
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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![When a methyl ester is hydrolyzed under acidic
conditions in H,180, the 180 isotope ends up in the
carboxylic acid. When a tert-butyl ester is hydrolyzed
under the same conditions, the labeled oxygen ends
up in the alcohol product. (a) Propose mechanisms to
account for these observations. (b) Explain why each
ester undergoes the respective mechanism.
CH3
+ Но-СНЗ
18
+ H180
H
ОН](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fdddf6dfe-25e4-4937-b109-e584b57888d5%2F667c0a57-dfdf-4de1-acbb-4002f17714e9%2F2ard9qn.png&w=3840&q=75)
Transcribed Image Text:When a methyl ester is hydrolyzed under acidic
conditions in H,180, the 180 isotope ends up in the
carboxylic acid. When a tert-butyl ester is hydrolyzed
under the same conditions, the labeled oxygen ends
up in the alcohol product. (a) Propose mechanisms to
account for these observations. (b) Explain why each
ester undergoes the respective mechanism.
CH3
+ Но-СНЗ
18
+ H180
H
ОН
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