Ammonia, NH3, is also a weak base with Kp = 1.8x10-5. Which of the following is the best explanation for why dimethylamine is a stronger base than ammonia? The question as stated is incorrect, ammonia is a stronger base than dimethylamine because of the bigger lone pair of electrons on the N of ammonia compared to the N on dimethylamine. The hydrogens on ammonia are more electronegative than the methyl groups on dimethylamine, making ammonia a weaker base than dimethylamine. The two methyl groups on dimethylamine are more electronegative than the hydrogens on ammonia and make dimethylamine a stronger base. The two methyl groups on dimethylamine that replace hydrogens on ammonia are electron rich and donate electron density to the N making dimethylamine a stronger base.

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
Chapter4: Acids And Bases
Section: Chapter Questions
Problem 4.46AP
icon
Related questions
icon
Concept explainers
Question
Ammonia, NH3, is also a weak base with Kp = 1.8x105. Which of the following is the best explanation for why dimethylamine is a
stronger base than ammonia?
The question as stated is incorrect, ammonia is a stronger base than dimethylamine because of the bigger lone pair of
electrons on the N of ammonia compared to the N on dimethylamine.
The hydrogens on ammonia are more electronegative than the methyl groups on dimethylamine, making ammonia a weaker
base than dimethylamine.
The two methyl groups on dimethylamine are more electronegative than the hydrogens on ammonia and make
dimethylamine a stronger base.
The two methyl groups on dimethylamine that replace hydrogens on ammonia are electron rich and donate electron density
to the N making dimethylamine a stronger base.
Transcribed Image Text:Ammonia, NH3, is also a weak base with Kp = 1.8x105. Which of the following is the best explanation for why dimethylamine is a stronger base than ammonia? The question as stated is incorrect, ammonia is a stronger base than dimethylamine because of the bigger lone pair of electrons on the N of ammonia compared to the N on dimethylamine. The hydrogens on ammonia are more electronegative than the methyl groups on dimethylamine, making ammonia a weaker base than dimethylamine. The two methyl groups on dimethylamine are more electronegative than the hydrogens on ammonia and make dimethylamine a stronger base. The two methyl groups on dimethylamine that replace hydrogens on ammonia are electron rich and donate electron density to the N making dimethylamine a stronger base.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 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
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
Chemistry by OpenStax (2015-05-04)
Chemistry by OpenStax (2015-05-04)
Chemistry
ISBN:
9781938168390
Author:
Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark Blaser
Publisher:
OpenStax
Chemistry: The Molecular Science
Chemistry: The Molecular Science
Chemistry
ISBN:
9781285199047
Author:
John W. Moore, Conrad L. Stanitski
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781133611097
Author:
Steven S. Zumdahl
Publisher:
Cengage Learning
Chemistry: An Atoms First Approach
Chemistry: An Atoms First Approach
Chemistry
ISBN:
9781305079243
Author:
Steven S. Zumdahl, Susan A. Zumdahl
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning