Phenol has a pka = 10.0. 4-Hydroxybenzaldehyde has a pK, = 7.3. Draw resonance forms of the conjugate base of both and explain why 4-hydroxybenzaldehyde is more acidic. (Acidic H is underlined.) OH phenol OH -H* -H* 4-hyroxybenzaldehyde

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter17: Alcohols And Phenols
Section17.2: Properties Of Alcohols And Phenols
Problem 4P: Rank the following substances in order of increasing acidity: (a) (CH3)2CHOH, HC≡CH, (CF3)2CHOH,...
icon
Related questions
icon
Concept explainers
Question
Phenol has a pka = 10.0. 4-Hydroxybenzaldehyde has a pka = 7.3. Draw resonance forms of the
conjugate base of both and explain why 4-hydroxybenzaldehyde is more acidic. (Acidic H is underlined.)
OH
phenol
OH
-H*
- H*
4-hyroxybenzaldehyde
Transcribed Image Text:Phenol has a pka = 10.0. 4-Hydroxybenzaldehyde has a pka = 7.3. Draw resonance forms of the conjugate base of both and explain why 4-hydroxybenzaldehyde is more acidic. (Acidic H is underlined.) OH phenol OH -H* - H* 4-hyroxybenzaldehyde
Expert Solution
steps

Step by step

Solved in 3 steps with 1 images

Blurred answer
Knowledge Booster
Ionic Equilibrium
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
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning