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A solution of tyrosine is made by dissolving 0.005 mole of tyrosine in 1.0 L of 0. M NAOH solution. Draw the structure of the principal chemical form of tyrosine found in this solution at equilibrium given the data below. NH2 pKa (CO2H) = 2.41 pka (NH2) = 8.67 pKa (OH) = 11.01 CHCH2 HO- CO2H

A solution of tyrosine is made by dissolving 0.005 mole of tyrosine in 1.0 L of 0. M NAOH solution. Draw the structure of the principal chemical form of tyrosine found in this solution at equilibrium given the data below. NH2 pKa (CO2H) = 2.41 pka (NH2) = 8.67 pKa (OH) = 11.01 CHCH2 HO- CO2H

Chemistry
Chemistry
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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
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**Title: Understanding the Principal Chemical Form of Tyrosine in Basic Solution** **Content:** A solution of tyrosine is made by dissolving 0.005 moles of tyrosine in 1.0 L of 0.1 M NaOH solution. This experiment aims to identify the principal chemical form of tyrosine found in this solution at equilibrium. **Given Data:** The structure of tyrosine is depicted, featuring the following groups: - **Amino group (NH₂)** - **Carboxyl group (CO₂H)** - **Hydroxyl group on a phenol ring (OH)** **pKa Values:** - \( \text{pK}_a \text{ (CO}_2\text{H) } = 2.41 \) - \( \text{pK}_a \text{ (NH}_2\text{) } = 8.67 \) - \( \text{pK}_a \text{ (OH) } = 11.01 \) **Chemical Analysis:** In a basic solution, specifically one with NaOH, the pH is relatively high. At such a pH, the carboxyl group (CO₂H) will predominantly exist in its deprotonated form (CO₂⁻), given its low pKa value. Meanwhile, the amino group is likely protonated up until around a pH of 8.67, and the phenolic OH group will remain largely unaffected at a pH lower than its pKa of 11.01. **Conclusion:** The principal chemical form of tyrosine in this basic NaOH solution is expected to have the carboxyl group deprotonated (forming COO⁻), while the amino group stays protonated (NH₃⁺), and the phenol group remains mostly unchanged. This form is known as the zwitterionic form, prevalent in neutral to slightly basic environments.
Transcribed Image Text:**Title: Understanding the Principal Chemical Form of Tyrosine in Basic Solution** **Content:** A solution of tyrosine is made by dissolving 0.005 moles of tyrosine in 1.0 L of 0.1 M NaOH solution. This experiment aims to identify the principal chemical form of tyrosine found in this solution at equilibrium. **Given Data:** The structure of tyrosine is depicted, featuring the following groups: - **Amino group (NH₂)** - **Carboxyl group (CO₂H)** - **Hydroxyl group on a phenol ring (OH)** **pKa Values:** - \( \text{pK}_a \text{ (CO}_2\text{H) } = 2.41 \) - \( \text{pK}_a \text{ (NH}_2\text{) } = 8.67 \) - \( \text{pK}_a \text{ (OH) } = 11.01 \) **Chemical Analysis:** In a basic solution, specifically one with NaOH, the pH is relatively high. At such a pH, the carboxyl group (CO₂H) will predominantly exist in its deprotonated form (CO₂⁻), given its low pKa value. Meanwhile, the amino group is likely protonated up until around a pH of 8.67, and the phenolic OH group will remain largely unaffected at a pH lower than its pKa of 11.01. **Conclusion:** The principal chemical form of tyrosine in this basic NaOH solution is expected to have the carboxyl group deprotonated (forming COO⁻), while the amino group stays protonated (NH₃⁺), and the phenol group remains mostly unchanged. This form is known as the zwitterionic form, prevalent in neutral to slightly basic environments.
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