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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...
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**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.
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