Ethyl 3-methylbutanoate Ethyl Ethyl 2-methylbutanoate Ethyl 2,2-dimethylpropanoate pentanoate

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter16: Amines
Section: Chapter Questions
Problem 16.39P
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The following questions pertain to the esters shown and behavior under conditions of the Claisen condensation.
(a) Two of these esters are converted to β-keto esters in good yield on treatment with sodium ethoxide and subsequent acidification of the reaction mixture. Which two are these? Write the structure of the Claisen condensation product of each one.
(b) One ester is capable of being converted to a β-keto ester on treatment with sodium ethoxide, but the amount of β-keto ester that can be isolated after acidification of the reaction mixture is quite small. Which ester is this?
(c) One ester is incapable of reaction under conditions of the Claisen condensation. Which one? Why?

Ethyl
3-methylbutanoate
Ethyl
Ethyl
2-methylbutanoate
Ethyl
2,2-dimethylpropanoate
pentanoate
Transcribed Image Text:Ethyl 3-methylbutanoate Ethyl Ethyl 2-methylbutanoate Ethyl 2,2-dimethylpropanoate pentanoate
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