a. 2,2,2-Trifluoroethanol vs. ethanol F3C НО. pKa = 12.5 16.0 b. Thiophenol vs. phenol SH HO pKa = 6.6 10.0 c. Protonated methanol vs. protonated methylamine COH2 'HN pka = -2.5 10.6

Pushing Electrons
4th Edition
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Weeks, Daniel P.
Chapter3: Mechanisms
Section: Chapter Questions
Problem 66EQ
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Explain the following differences in pKa

a. 2,2,2-Trifluoroethanol vs. ethanol
F3C
HO,
pka =
12.5
16.0
b. Thiophenol vs. phenol
SH
HO
pKa =
6.6
10.0
c. Protonated methanol vs. protonated methylamine
COH2
'HN
pka =
-2.5
10.6
Transcribed Image Text:a. 2,2,2-Trifluoroethanol vs. ethanol F3C HO, pka = 12.5 16.0 b. Thiophenol vs. phenol SH HO pKa = 6.6 10.0 c. Protonated methanol vs. protonated methylamine COH2 'HN pka = -2.5 10.6
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