Homework Help is Here – Start Your Trial Now!
Science
Chemistry
Anthocyanin is a naturally occurring compound that acts as a pigment in many fruits and vegetables. At low pH values (<3), it exists as the cation shown below and exhibits a bright red color. At higher pH values (~7), it exhibits a purple-ish color. As the pH is raised from pH 3 to pH 7, one of the hydroxyl groups can be deprotonated (the H* that is removed has been circled for you) to produce the corresponding resonance stabilized neutral compound. Draw the two most stable resonance structures for this anthocyanin at pH 7. Make sure to explicitly show all non-bonding lone pairs and formal charges where appropriate. Include curved arrows to show how you got from the first resonance structure to the other. first resonance strucure here OH HO -[sugar] H OH Structure of anthocyanidine at pH 3 H+ second resonance structure here

Anthocyanin is a naturally occurring compound that acts as a pigment in many fruits and vegetables. At low pH values (<3), it exists as the cation shown below and exhibits a bright red color. At higher pH values (~7), it exhibits a purple-ish color. As the pH is raised from pH 3 to pH 7, one of the hydroxyl groups can be deprotonated (the H* that is removed has been circled for you) to produce the corresponding resonance stabilized neutral compound. Draw the two most stable resonance structures for this anthocyanin at pH 7. Make sure to explicitly show all non-bonding lone pairs and formal charges where appropriate. Include curved arrows to show how you got from the first resonance structure to the other. first resonance strucure here OH HO -[sugar] H OH Structure of anthocyanidine at pH 3 H+ second resonance structure here

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
**Anthocyanin and its Resonance Structures** Anthocyanin is a naturally occurring compound that acts as a pigment in many fruits and vegetables. At low pH values (<3), it exists as the cation shown below and exhibits a bright red color. At higher pH values (~7), it exhibits a purple-ish color. As the pH is raised from pH 3 to pH 7, one of the hydroxyl groups can be deprotonated (the H⁺ that is removed has been circled for you) to produce the corresponding resonance-stabilized neutral compound. **Objective:** Draw the two most stable resonance structures for this anthocyanin at pH 7. Make sure to explicitly show all non-bonding lone pairs and formal charges where appropriate. Include curved arrows to show how you got from the first resonance structure to the other. **Diagram Explanation:** 1. **Structure of Anthocyanidine at pH 3:** - The molecular structure is shown with its hydroxyl groups and a sugar moiety. - An H⁺ ion is circled, indicating the site of deprotonation during the pH change. 2. **First Resonance Structure:** - A box is provided for drawing the initial resonance structure at pH 7, showing the deprotonated form. 3. **Second Resonance Structure:** - A second box is provided for illustrating the alternative resonance structure at pH 7. These diagrams and instructions guide the depiction of anthocyanin's transition between different pH levels, demonstrating how its chemical structure adapts and stabilizes through resonance.
Transcribed Image Text:**Anthocyanin and its Resonance Structures** Anthocyanin is a naturally occurring compound that acts as a pigment in many fruits and vegetables. At low pH values (<3), it exists as the cation shown below and exhibits a bright red color. At higher pH values (~7), it exhibits a purple-ish color. As the pH is raised from pH 3 to pH 7, one of the hydroxyl groups can be deprotonated (the H⁺ that is removed has been circled for you) to produce the corresponding resonance-stabilized neutral compound. **Objective:** Draw the two most stable resonance structures for this anthocyanin at pH 7. Make sure to explicitly show all non-bonding lone pairs and formal charges where appropriate. Include curved arrows to show how you got from the first resonance structure to the other. **Diagram Explanation:** 1. **Structure of Anthocyanidine at pH 3:** - The molecular structure is shown with its hydroxyl groups and a sugar moiety. - An H⁺ ion is circled, indicating the site of deprotonation during the pH change. 2. **First Resonance Structure:** - A box is provided for drawing the initial resonance structure at pH 7, showing the deprotonated form. 3. **Second Resonance Structure:** - A second box is provided for illustrating the alternative resonance structure at pH 7. These diagrams and instructions guide the depiction of anthocyanin's transition between different pH levels, demonstrating how its chemical structure adapts and stabilizes through resonance.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 2 images

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.
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
SEE MORE TEXTBOOKS