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la) Biliverdin is a pigment produced by tree frogs that causes them to look green - its structure in its fully ionized form is shown below. It contains two ionizable groups, both of which are carboxyl groups; one has a pK, of 3.9 and the other has a pK₂ of 5.3. What would the net charge on the whole molecule be if you dissolved it in an aqueous solution at pH 7.0? Briefly explain how you determined the charge. H₂C H₂C H3C Coo coo CH3 H3C H₂C 1b) What pH would you need to adjust the solution of biliverdin to in order to get this molecule to have a net charge of 0 (neutral or uncharged) essentially 100% of the time? Briefly explain why you chose that pH.

la) Biliverdin is a pigment produced by tree frogs that causes them to look green - its structure in its fully ionized form is shown below. It contains two ionizable groups, both of which are carboxyl groups; one has a pK, of 3.9 and the other has a pK₂ of 5.3. What would the net charge on the whole molecule be if you dissolved it in an aqueous solution at pH 7.0? Briefly explain how you determined the charge. H₂C H₂C H3C Coo coo CH3 H3C H₂C 1b) What pH would you need to adjust the solution of biliverdin to in order to get this molecule to have a net charge of 0 (neutral or uncharged) essentially 100% of the time? Briefly explain why you chose that pH.

Organic Chemistry
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter4: Acids And Bases
Section4.6: Molecular Structure And Acidity
Problem 1Q: Acid-Base Equilibria Many factors contribute to the acidity of organic compounds. Electronegativity,...
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la) Biliverdin is a pigment produced by tree frogs that causes them to look green - its structure in its fully ionized form is shown below. It contains two ionizable groups, both of which are carboxyl groups; one has a pK₂ of 3.9 and the other has a pK₂ of 5.3. What would the net charge on the whole molecule be if you dissolved it in an aqueous solution at pH 7.0? Briefly explain how you determined the charge. H3C H₂C N H3C COO COO CH3 H3C H₂C FO 1b) What pH would you need to adjust the solution of biliverdin to in order to get this molecule to have a net charge of 0 (neutral or uncharged) essentially 100% of the time? Briefly explain why you chose that pH. the policy regarding late
Transcribed Image Text:la) Biliverdin is a pigment produced by tree frogs that causes them to look green - its structure in its fully ionized form is shown below. It contains two ionizable groups, both of which are carboxyl groups; one has a pK₂ of 3.9 and the other has a pK₂ of 5.3. What would the net charge on the whole molecule be if you dissolved it in an aqueous solution at pH 7.0? Briefly explain how you determined the charge. H3C H₂C N H3C COO COO CH3 H3C H₂C FO 1b) What pH would you need to adjust the solution of biliverdin to in order to get this molecule to have a net charge of 0 (neutral or uncharged) essentially 100% of the time? Briefly explain why you chose that pH. the policy regarding late
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