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Rank the labeled protons on the following molecule in order of increasing pKq Ha gut Hb 0<0 Hc

Rank the labeled protons on the following molecule in order of increasing pKq Ha gut Hb 0<0 Hc

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...
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**Title: Ranking Proton Acidity in a Molecule Based on pKₐ** **Question:** Rank the labeled protons on the following molecule in order of increasing pKₐ. **Molecular Structure Description:** The image displays a molecular structure featuring three distinct protons labeled as Ha, Hb, and Hc. The molecule includes a carboxylic acid group (-COOH) and several carbon-carbon bonds in a linear arrangement. - **Ha and Hb** are positioned on carbon atoms connected by single bonds. - **Hc** is directly attached to the oxygen of the hydroxyl group in the carboxylic acid. **Task:** - Identify the proton with the lowest acidity (highest pKₐ). - Identify the proton with the highest acidity (lowest pKₐ). **Interface Features:** The interface includes a checkbox for selection and a ranking tool that allows you to arrange the protons using '<' or '>'. The arrangement tool offers an option to reset or make changes to your ranking. **Instructions:** Use the structural clues and your knowledge of acid-base chemistry to rank the protons in terms of their acidic strength: 1. Consider the electron-withdrawing effect of the carboxyl group. 2. Evaluate the stability of the conjugate base formed by each proton's removal. 3. Arrange from lowest pKₐ (most acidic) to highest pKₐ (least acidic).
Transcribed Image Text:**Title: Ranking Proton Acidity in a Molecule Based on pKₐ** **Question:** Rank the labeled protons on the following molecule in order of increasing pKₐ. **Molecular Structure Description:** The image displays a molecular structure featuring three distinct protons labeled as Ha, Hb, and Hc. The molecule includes a carboxylic acid group (-COOH) and several carbon-carbon bonds in a linear arrangement. - **Ha and Hb** are positioned on carbon atoms connected by single bonds. - **Hc** is directly attached to the oxygen of the hydroxyl group in the carboxylic acid. **Task:** - Identify the proton with the lowest acidity (highest pKₐ). - Identify the proton with the highest acidity (lowest pKₐ). **Interface Features:** The interface includes a checkbox for selection and a ranking tool that allows you to arrange the protons using '<' or '>'. The arrangement tool offers an option to reset or make changes to your ranking. **Instructions:** Use the structural clues and your knowledge of acid-base chemistry to rank the protons in terms of their acidic strength: 1. Consider the electron-withdrawing effect of the carboxyl group. 2. Evaluate the stability of the conjugate base formed by each proton's removal. 3. Arrange from lowest pKₐ (most acidic) to highest pKₐ (least acidic).
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