4-Cyanophenol has a pKa = 8.0, whereas phenol has a pKa= 10.0. Resonance form that best illustrates why 4-cyanophenol is more acidic is

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 55AP: Draw and name the seven aldehydes and ketones with the formula C5H10O. Which are chiral?
icon
Related questions
Question
4-Cyanophenol has a pKa = 8.0, whereas phenol has a pKa= 10.0. Resonance form that best illustrates why 4-cyanophenol is more acidic is
JER:
A
JER:
C
B
Olt
phenol pka = 10
J
←
OH
CN
:2=ں:
A
рка - 8
-JER:
E
Transcribed Image Text:JER: A JER: C B Olt phenol pka = 10 J ← OH CN :2=ں: A рка - 8 -JER: E
Expert Solution
Step 1

4-Cyanophenol has a pKa = 8.0, whereas phenol has a pKa= 10.0

We have to explain why 4-Cyanophenol is more acidic.

trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Knowledge Booster
Amines
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:
9781285869759
Author:
Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:
Cengage Learning