Homework Help is Here – Start Your Trial Now!
Science
Chemistry
2. Rank the following compounds from the least acidic to most acidic, provide a brief explanation, O. OH HO. H2N ON HN A B D

2. Rank the following compounds from the least acidic to most acidic, provide a brief explanation, O. OH HO. H2N ON HN A B D

Chemistry
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...
See similar textbooks
icon
Related questions
icon
Concept explainers
Question
**2. Rank the following compounds from the least acidic to most acidic; provide a brief explanation.** **Compounds:** - **A:** 4-Aminobenzoic acid - **B:** 4-Nitrophenol - **C:** 4-Nitrobenzoic acid - **D:** 4-Aminophenol **Explanation:** To rank the acidity of the compounds, consider the functional groups and their influence on acidity: - **Nitro Group (-NO₂):** Strong electron-withdrawing, increases acidity. - **Amino Group (-NH₂):** Electron-donating, decreases acidity. - **Carboxyl Group (-COOH):** Generally acidic. **Acidic Ranking (from least to most acidic):** 1. **D (4-Aminophenol):** Contains an electron-donating amino group, reducing acidity. 2. **A (4-Aminobenzoic acid):** Carboxyl group is acidic, but aminobenzoic structure is less acidic than nitro groups. 3. **B (4-Nitrophenol):** Phenolic group is moderately acidic, enhanced by the electron-withdrawing nitro group. 4. **C (4-Nitrobenzoic acid):** Combination of a carboxyl group with a nitro group makes this the most acidic due to strong electron-withdrawing effect. Overall, the presence of the nitro group increases acidity substantially compared to the amino group, and acids (compounds containing -COOH) are generally more acidic than alcohols (-OH).
Transcribed Image Text:**2. Rank the following compounds from the least acidic to most acidic; provide a brief explanation.** **Compounds:** - **A:** 4-Aminobenzoic acid - **B:** 4-Nitrophenol - **C:** 4-Nitrobenzoic acid - **D:** 4-Aminophenol **Explanation:** To rank the acidity of the compounds, consider the functional groups and their influence on acidity: - **Nitro Group (-NO₂):** Strong electron-withdrawing, increases acidity. - **Amino Group (-NH₂):** Electron-donating, decreases acidity. - **Carboxyl Group (-COOH):** Generally acidic. **Acidic Ranking (from least to most acidic):** 1. **D (4-Aminophenol):** Contains an electron-donating amino group, reducing acidity. 2. **A (4-Aminobenzoic acid):** Carboxyl group is acidic, but aminobenzoic structure is less acidic than nitro groups. 3. **B (4-Nitrophenol):** Phenolic group is moderately acidic, enhanced by the electron-withdrawing nitro group. 4. **C (4-Nitrobenzoic acid):** Combination of a carboxyl group with a nitro group makes this the most acidic due to strong electron-withdrawing effect. Overall, the presence of the nitro group increases acidity substantially compared to the amino group, and acids (compounds containing -COOH) are generally more acidic than alcohols (-OH).
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps

SEE SOLUTIONCheck out a sample Q&A here
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.
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
SEE MORE TEXTBOOKS