Chapter 20: Problem 40
Thioglycolic acid, \(\mathrm{HSCH}_{2} \mathrm{CO}_{2} \mathrm{H}\), a substance used in depilatory agents (hair removers) has \(\mathrm{p} K_{\mathrm{a}}=3.42 .\) What is the percent dissociation of thioglycolic acid in a buffer solution at \(\mathrm{pH}=3.0 ?\)
Short Answer
Expert verified
The percent dissociation of thioglycolic acid in the buffer is approximately 27.7%.
Step by step solution
01
Understanding the Concept
Thioglycolic acid is a weak acid that partially dissociates in solution. The given values are the acid's \( \mathrm{p}K_{\mathrm{a}} = 3.42 \) and the \( \mathrm{pH} \) of the buffer solution, which is 3.0. We want to find the percent dissociation of the acid in this buffer.
02
Using the Henderson-Hasselbalch Equation
The Henderson-Hasselbalch equation defines the relationship \( \mathrm{pH} = \mathrm{p}K_\mathrm{a} + \log \left( \frac{[A^-]}{[HA]} \right) \), where \([A^-]\) is the concentration of the dissociated acid and \([HA]\) is the concentration of the undissociated acid.
03
Rearrange the Equation
First, rearrange the Henderson-Hasselbalch equation to solve for the ratio \( \frac{[A^-]}{[HA]} \): \[ \frac{[A^-]}{[HA]} = 10^{(\mathrm{pH} - \mathrm{p}K_{\mathrm{a}})} \] Substitute the given values: \( \frac{[A^-]}{[HA]} = 10^{(3.0 - 3.42)} \).
04
Calculate the Ratio
Calculate the ratio \( \frac{[A^-]}{[HA]} \): \[ \frac{[A^-]}{[HA]} = 10^{-0.42} \approx 0.383 \].
05
Determine Percent Dissociation
Define the percent dissociation as \( \frac{[A^-]}{[HA] + [A^-]} \times 100% \). Using \( \frac{[A^-]}{[HA]} = 0.383 \), we find the percent dissociation by calculating: \[ \text{Percent dissociation} = \frac{0.383}{1 + 0.383} \times 100% \approx 27.7\% \].
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Henderson-Hasselbalch Equation
The Henderson-Hasselbalch equation is an essential concept in acid-base chemistry, especially when it comes to understanding buffers and how they resist changes in pH. It provides a way to estimate the pH of a solution containing a weak acid and its conjugate base. The equation takes the form:
\[pH = pK_a + \log\left( \frac{[A^-]}{[HA]} \right)\]Where:
\[pH = pK_a + \log\left( \frac{[A^-]}{[HA]} \right)\]Where:
- \(pH\) is the measure of acidity or basicity of the solution.
- \(pK_a\) is the negative logarithm of the acid dissociation constant, a characteristic value that reflects the strength of the weak acid.
- \([A^-]\) is the concentration of the conjugate base (dissociated form).
- \([HA]\) is the concentration of the undissociated acid.
Weak Acid Dissociation
Weak acid dissociation is a fundamental principle of acid-base chemistry that explains how certain acids do not completely dissociate in solution. Unlike strong acids, which dissociate nearly 100%, weak acids only partially dissociate into their ions. This is described through their acid dissociation constant, \(K_a\), which is a measurement of the extent of dissociation.
For a generic weak acid \(HA\) that dissociates into \(H^+\) and \(A^-\), the equilibrium can be represented as:
\[HA \rightleftharpoons H^+ + A^-\]The equilibrium expression for this dissociation is given by:
\[K_a = \frac{[H^+][A^-]}{[HA]}\]Where:
For a generic weak acid \(HA\) that dissociates into \(H^+\) and \(A^-\), the equilibrium can be represented as:
\[HA \rightleftharpoons H^+ + A^-\]The equilibrium expression for this dissociation is given by:
\[K_a = \frac{[H^+][A^-]}{[HA]}\]Where:
- \([H^+]\) is the concentration of hydrogen ions contributing to the solution's acidity.
- \([A^-]\) is the concentration of the conjugate base, the product of dissociation.
- \([HA]\) is the concentration of the undissociated acid remaining in the solution.
Buffer Solutions
Buffer solutions are a significant concept in maintaining the stable pH of a system. They are particularly important in biological systems and chemical applications where pH control is crucial. A buffer solution consists of a mixture of a weak acid and its conjugate base (or a weak base and its conjugate acid). This system can resist changes in pH when small amounts of acid or base are added.
The mechanism of a buffer is based on the equilibrium between the weak acid \(HA\) and its conjugate base \(A^-\). When additional H\(^+\) ions are introduced, the conjugate base \(A^-\) reacts with them to form more undissociated \(HA\), minimizing pH changes. Conversely, when OH\(^-\) ions are added, \(HA\) dissociates to form \(H^+\) and \(A^-\), neutralizing the added base.
Key characteristics of buffer solutions include:
The mechanism of a buffer is based on the equilibrium between the weak acid \(HA\) and its conjugate base \(A^-\). When additional H\(^+\) ions are introduced, the conjugate base \(A^-\) reacts with them to form more undissociated \(HA\), minimizing pH changes. Conversely, when OH\(^-\) ions are added, \(HA\) dissociates to form \(H^+\) and \(A^-\), neutralizing the added base.
Key characteristics of buffer solutions include:
- Resisting drastic pH changes with the addition of small amounts of acids or bases.
- The buffer capacity, which determines how much acid or base the buffer can neutralize before a significant pH change occurs.