Which molecule is more acidic? 3-cyanophenol 2-cyanophenol

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Which molecule is more acidic?

3-cyanophenol

2-cyanophenol

The best rationale for the difference in acidity is:
O The more acidic compound has a hydrogen attached to a more electronegative atom
O The more acidic compound has a hydrogen attached to a larger atomic radius atom
O The more acidic compound has a more stable conjugate base because of addition
resonance structures stabilizing the charge
O The more acidic compound has a stronger molecular dipole that increases the polarization
of the acidic hydrogen
O The more acidic compound has a greater amount of s-character in the acidic bond.
Transcribed Image Text:The best rationale for the difference in acidity is: O The more acidic compound has a hydrogen attached to a more electronegative atom O The more acidic compound has a hydrogen attached to a larger atomic radius atom O The more acidic compound has a more stable conjugate base because of addition resonance structures stabilizing the charge O The more acidic compound has a stronger molecular dipole that increases the polarization of the acidic hydrogen O The more acidic compound has a greater amount of s-character in the acidic bond.
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