3. Which of the labelled hydrogens in vitamin C (L-ascorbic acid) is the most acidic? Explain your choice by referring to Lewis structures. a HO b HO- CH d HO OH Vitamin C

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
icon
Concept explainers
Question
**Question 3: The Acidity of Hydrogens in Vitamin C**

**Text:**
3. Which of the labelled hydrogens in vitamin C (L-ascorbic acid) is the most acidic? Explain your choice by referring to Lewis structures.

**Diagram Explanation:**

The image includes the molecular structure of Vitamin C (L-ascorbic acid) with labeled hydrogen atoms to identify which is the most acidic:
- The molecular structure is depicted in a two-dimensional Lewis diagram.
- The structure consists of a five-membered ring with hydroxyl (OH) groups attached.
- The labeled hydrogens are as follows:
  - Hydrogen 'a' attached to a hydroxyl group on the ring.
  - Hydrogen 'b' attached to another hydroxyl group on the ring.
  - Hydrogen 'c' attached to a carbon atom in the ring (represented as H'').
  - Hydrogen 'd' attached to an adjacent hydroxyl group on the ring.
  - Hydrogen 'e' attached to a hydroxyl group at a different position on the ring.

Consider the resonance and electron-withdrawing effects when identifying the most acidic hydrogen. 

**Prompt to Students:**
Evaluate the acidity of each labeled hydrogen by constructing the respective Lewis structures and considering factors such as resonance stabilization and inductive effects. This will aid in identifying which hydrogen is the most acidic in vitamin C.
Transcribed Image Text:**Question 3: The Acidity of Hydrogens in Vitamin C** **Text:** 3. Which of the labelled hydrogens in vitamin C (L-ascorbic acid) is the most acidic? Explain your choice by referring to Lewis structures. **Diagram Explanation:** The image includes the molecular structure of Vitamin C (L-ascorbic acid) with labeled hydrogen atoms to identify which is the most acidic: - The molecular structure is depicted in a two-dimensional Lewis diagram. - The structure consists of a five-membered ring with hydroxyl (OH) groups attached. - The labeled hydrogens are as follows: - Hydrogen 'a' attached to a hydroxyl group on the ring. - Hydrogen 'b' attached to another hydroxyl group on the ring. - Hydrogen 'c' attached to a carbon atom in the ring (represented as H''). - Hydrogen 'd' attached to an adjacent hydroxyl group on the ring. - Hydrogen 'e' attached to a hydroxyl group at a different position on the ring. Consider the resonance and electron-withdrawing effects when identifying the most acidic hydrogen. **Prompt to Students:** Evaluate the acidity of each labeled hydrogen by constructing the respective Lewis structures and considering factors such as resonance stabilization and inductive effects. This will aid in identifying which hydrogen is the most acidic in vitamin C.
Expert Solution
steps

Step by step

Solved in 3 steps with 1 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
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