Following are structural formulas for phenol and cyclohexanol along with the acid dis- sociation constants for each. OH НО Cyclohexanol pK, 18 Phenol pK, 9.96 Propose an explanation for the fact that phenol is a considerably stronger acid than cyclohexanol.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.49P
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Following are structural formulas for phenol and cyclohexanol along with the acid dis-
sociation constants for each.
OH
НО
Cyclohexanol
pK, 18
Phenol
pK, 9.96
Propose an explanation for the fact that phenol is a considerably stronger acid than
cyclohexanol.
Transcribed Image Text:Following are structural formulas for phenol and cyclohexanol along with the acid dis- sociation constants for each. OH НО Cyclohexanol pK, 18 Phenol pK, 9.96 Propose an explanation for the fact that phenol is a considerably stronger acid than cyclohexanol.
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