Cyclohexane-1,3-dione is a diketone that can act as a Brønsted-Lowry acid despite not having a hydrogen bonded to an electronegative atom. In this molecule, a hydrogen bonded to carbon 2 is acidic. Hexanol is an alcohol and hence can also act as a Brønsted-Lowry acid. a) Draw the stabilized conjugate bases of cyclohexane-1,3-dione and hexanol. No need to draw the protonated forms. b) Based on your illustration in part (a), predict which one has a lower pKa between cyclohexane-1,3-dione and hexanol. Explain why.
Cyclohexane-1,3-dione is a diketone that can act as a Brønsted-Lowry acid despite not having a hydrogen bonded to an electronegative atom. In this molecule, a hydrogen bonded to carbon 2 is acidic. Hexanol is an alcohol and hence can also act as a Brønsted-Lowry acid. a) Draw the stabilized conjugate bases of cyclohexane-1,3-dione and hexanol. No need to draw the protonated forms. b) Based on your illustration in part (a), predict which one has a lower pKa between cyclohexane-1,3-dione and hexanol. Explain why.
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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Cyclohexane-1,3-dione is a diketone that can act as a Brønsted-Lowry acid despite not having a hydrogen bonded to an electronegative atom. In this molecule, a hydrogen bonded to carbon 2 is acidic. Hexanol is an alcohol and hence can also act as a Brønsted-Lowry acid.
a) Draw the stabilized conjugate bases of cyclohexane-1,3-dione and hexanol. No need to draw the protonated forms.
b) Based on your illustration in part (a), predict which one has a lower pKa between cyclohexane-1,3-dione and hexanol. Explain why.
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