The pKa values of the conjugate acids of 2-aminopyridine (6.71) and 4- aminopyridine (9.11) are as shown. Why are these structures so much more basic than pyridine?

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...
icon
Related questions
Question
100%

The pKa values of the conjugate acids of 2-aminopyridine (6.71) and 4- aminopyridine (9.11) are as shown.

Why are these structures so much more basic than pyridine?

The image shows two chemical structures of pyridine derivatives, each with an amino group (-NH2) attached.

1. **Left Structure**:
   - The amino group is attached to the second position of the pyridine ring, making it 2-aminopyridine.
   - The given pKa value is 6.71.

2. **Right Structure**:
   - The amino group is attached to the third position of the pyridine ring, making it 3-aminopyridine.
   - The given pKa value is 9.11.

**Explanation**:
- Pyridine is a six-membered ring with five carbon atoms and one nitrogen atom.
- The position of the amino group affects the pKa value, indicating a difference in basicity between the two compounds.
- The pKa value is a measure of the acidity of a compound; the lower the pKa, the stronger the acid.

This information can be useful for understanding how the position of functional groups in heterocyclic aromatic compounds influences their chemical properties.
Transcribed Image Text:The image shows two chemical structures of pyridine derivatives, each with an amino group (-NH2) attached. 1. **Left Structure**: - The amino group is attached to the second position of the pyridine ring, making it 2-aminopyridine. - The given pKa value is 6.71. 2. **Right Structure**: - The amino group is attached to the third position of the pyridine ring, making it 3-aminopyridine. - The given pKa value is 9.11. **Explanation**: - Pyridine is a six-membered ring with five carbon atoms and one nitrogen atom. - The position of the amino group affects the pKa value, indicating a difference in basicity between the two compounds. - The pKa value is a measure of the acidity of a compound; the lower the pKa, the stronger the acid. This information can be useful for understanding how the position of functional groups in heterocyclic aromatic compounds influences their chemical properties.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps

Blurred answer
Knowledge Booster
Spectroanalytical Methods
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
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY