4. Consider the two diastereomers of 4-1-butylcyclohexanecarboxylic acid. Why is the cis-isomer significantly less acidic than the trans-isomer? A full and complete answer will include a drawing of the relevant chair conformations. ( CO₂H t-Bu pka = 8.23 t-Bu CO₂H pka = 7.79

4. Consider the two diastereomers of 4-1-butylcyclohexanecarboxylic acid. Why is the cis-isomer significantly less acidic than the trans-isomer? A full and complete answer will include a drawing of the relevant chair conformations. ( CO₂H t-Bu pka = 8.23 t-Bu CO₂H pka = 7.79

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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Amines

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4. Consider the two diastereomers of 4-t-butylcyclohexanecarboxylic acid. Why is the cis-isomer
significantly less acidic than the trans-isomer? A full and complete answer will include a drawing of the
relevant chair conformations. (
t-Bu
CO₂H
pka = 8.23
t-Bu
CO₂H
pka = 7.79

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