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
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Transcribed Image Text: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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