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...
Related questions
Question
For each of the following molecules, determine if it is more or less acidic than ethanol. Then, briefly explain why. Stating pKa values is not an acceptable explanation - please use the trends.
![### Organic Chemistry - Acidic Compounds
**Task: Compare the acidity of the following compounds.**
**Identify:**
- Which compound is more or less acidic and explain why.
**Compounds:**
a. **CF₃CH₂OH**
b. **CH₃CH₂SH**
c. **CH₃CH₂NH₂**
d. **Phenol (C₆H₅OH)**
e. **CH₃CH₂CH₃**
**Explanation:**
- **How to determine acidity:** The acidity of a compound is influenced by factors like resonance, inductive effects, and the stability of the conjugate base.
- **Considerations:**
- **Inductive Effect:** Electronegative atoms, such as fluorine, can increase acidity due to their electron-withdrawing nature.
- **Resonance:** Compounds like phenol benefit from resonance stabilization of their conjugate base, increasing acidity.
- **Functional Groups:** The presence of -OH, -SH, -NH₂ affects acidity as well.
Note: The benzene ring with an -OH group in compound "d" is indicative of phenol.
By analyzing these factors, one can rank the acidity of each compound.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F9fa0ca06-dd60-4896-86b5-5c6179a72eaa%2F15df4677-561e-4bdf-9b0a-1cbb2ac874a0%2Fr0iiakj.jpeg&w=3840&q=75)
Transcribed Image Text:### Organic Chemistry - Acidic Compounds
**Task: Compare the acidity of the following compounds.**
**Identify:**
- Which compound is more or less acidic and explain why.
**Compounds:**
a. **CF₃CH₂OH**
b. **CH₃CH₂SH**
c. **CH₃CH₂NH₂**
d. **Phenol (C₆H₅OH)**
e. **CH₃CH₂CH₃**
**Explanation:**
- **How to determine acidity:** The acidity of a compound is influenced by factors like resonance, inductive effects, and the stability of the conjugate base.
- **Considerations:**
- **Inductive Effect:** Electronegative atoms, such as fluorine, can increase acidity due to their electron-withdrawing nature.
- **Resonance:** Compounds like phenol benefit from resonance stabilization of their conjugate base, increasing acidity.
- **Functional Groups:** The presence of -OH, -SH, -NH₂ affects acidity as well.
Note: The benzene ring with an -OH group in compound "d" is indicative of phenol.
By analyzing these factors, one can rank the acidity of each compound.
Expert Solution
![](/static/compass_v2/shared-icons/check-mark.png)
This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
Step by step
Solved in 2 steps with 2 images
![Blurred answer](/static/compass_v2/solution-images/blurred-answer.jpg)
Recommended textbooks for you
![Chemistry](https://www.bartleby.com/isbn_cover_images/9781305957404/9781305957404_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
![Chemistry](https://www.bartleby.com/isbn_cover_images/9781259911156/9781259911156_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
![Principles of Instrumental Analysis](https://www.bartleby.com/isbn_cover_images/9781305577213/9781305577213_smallCoverImage.gif)
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
![Chemistry](https://www.bartleby.com/isbn_cover_images/9781305957404/9781305957404_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
![Chemistry](https://www.bartleby.com/isbn_cover_images/9781259911156/9781259911156_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
![Principles of Instrumental Analysis](https://www.bartleby.com/isbn_cover_images/9781305577213/9781305577213_smallCoverImage.gif)
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
![Organic Chemistry](https://www.bartleby.com/isbn_cover_images/9780078021558/9780078021558_smallCoverImage.gif)
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
![Chemistry: Principles and Reactions](https://www.bartleby.com/isbn_cover_images/9781305079373/9781305079373_smallCoverImage.gif)
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
![Elementary Principles of Chemical Processes, Bind…](https://www.bartleby.com/isbn_cover_images/9781118431221/9781118431221_smallCoverImage.gif)
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY