After heating a solution of allyl tert-butyl sulfide and sodium ethoxide in ethanol for several hours, tert-butyl propenyl sulfide was isolated in 66% yield. Suggest a stepwise mechanism for this isomerization. Which has the smaller pKa (is the stronger acid), the reactant or the product?
After heating a solution of allyl tert-butyl sulfide and sodium ethoxide in ethanol for several hours, tert-butyl propenyl sulfide was isolated in 66% yield. Suggest a stepwise mechanism for this isomerization. Which has the smaller pKa (is the stronger acid), the reactant or the product?
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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After heating a solution of allyl tert-butyl sulfide and sodium ethoxide in ethanol for several hours, tert-butyl propenyl sulfide was isolated in 66% yield. Suggest a stepwise mechanism for this isomerization. Which has the smaller pKa (is the stronger acid), the reactant or the product?
Transcribed Image Text:.S.
NaOCH2CH3
S.
CH3CH2OH
Allyl tert-butyl sulfide
tert-Butyl propenyl sulfide
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