Answered: See Figure 5-1. 4-Cyanophenol has a pK₂…

See Figure 5-1. 4-Cyanophenol has a pK₂ = 8.0, whereas phenol has a pK₂= 10.0. The resonance form that best illustrates why 4-cyanophenol is more acidic is A B C E

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

Chapter17: Carboxylic Acids

Section: Chapter Questions

Problem 17.25P

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Question

See Figure 5-1. 4-Cyanophenol has a pK₂ = 8.0, whereas phenol has a pK₂= 10.0. The resonance form
that best illustrates why 4-cyanophenol is more acidic is
A
B
U
E

Figure 5-1
-JER:
с
A
-JEZ:
B
olt
phenol pka = 10
UE 2:
ป
Î
0
CN
pka = 8
0-
-JER:
E

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