CHEM 372-Problem Set 13 - Ester and amide hydrolysis 4. Esters undergo hydrolysis to the corresponding alcohol and carboxylate: ethyl acetate is hydrolyzed to ethanol and acetate. However, amides are surprisingly stable under strong base. Draw the first intermediate in the hydrolysis of the amide. Is a good leaving group present? Continue with the mechanism and prove to yourself that the basic hydrolysis of an amide is more difficult than ester hydrolysis. NaOH H3C CH3 H3C OH Na CH3 heat H3C NH CH3 NaOH heat

CHEM 372-Problem Set 13 - Ester and amide hydrolysis 4. Esters undergo hydrolysis to the corresponding alcohol and carboxylate: ethyl acetate is hydrolyzed to ethanol and acetate. However, amides are surprisingly stable under strong base. Draw the first intermediate in the hydrolysis of the amide. Is a good leaving group present? Continue with the mechanism and prove to yourself that the basic hydrolysis of an amide is more difficult than ester hydrolysis. NaOH H3C CH3 H3C OH Na CH3 heat H3C NH CH3 NaOH heat

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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