Chapter 17: Problem 30
The \(K_{a 1}\) of ascorbic acid is \(7.94 \times 10^{-5}\). Would you expect ascorbic acid dissolved in blood plasma (pH 7.35-7.45) to exist primarily as ascorbic acid or as ascorbate anion? Explain.
Short Answer
Expert verified
Answer: Ascorbic acid dissolved in blood plasma exists primarily as ascorbate anion.
Step by step solution
01
Understand the problem
We need to determine if ascorbic acid exists primarily as ascorbic acid or as ascorbate anion in blood plasma (pH 7.35-7.45). The information provided is \(K_{a 1} = 7.94 \times 10^{-5}\).
02
Recall the Henderson-Hasselbalch equation
The Henderson-Hasselbalch equation relates pH, pKa, and the ratio of the concentration of the deprotonated species (A-) to the concentration of the protonated species (HA) as follows: $$pH = pK_a + \log{\frac{[A^-]}{[HA]}}$$
03
Calculate pKa from given Ka
Recall that the pKa is the negative log of the Ka. Calculate the pKa of ascorbic acid: $$pK_a = -\log{K_a} = -\log{(7.94 \times 10^{-5})} \approx 4.10$$
04
Calculate pH range for blood plasma
The pH range of blood plasma is 7.35-7.45. We'll use the average pH value for further calculations: $$pH = \frac{7.35 + 7.45}{2} = 7.40$$
05
Plug values into the Henderson-Hasselbalch equation
Now, we'll plug the pKa value of 4.10 and the pH value of 7.40 into the Henderson-Hasselbalch equation to calculate the ratio of ascorbic acid and ascorbate anion in blood plasma: $$7.40 = 4.10 + \log{\frac{[A^-]}{[HA]}}$$
06
Solve for the ratio of ascorbate anion to ascorbic acid
We'll solve the equation for the ratio of ascorbate anion concentration to ascorbic acid concentration: $$\log{\frac{[A^-]}{[HA]}} = 7.40 - 4.10 = 3.30$$ Now, we'll convert that to the actual ratio: $$\frac{[A^-]}{[HA]} = 10^{3.30} \approx 1995$$
07
Draw conclusions
Based on the ratio, there are approximately 1995 times more ascorbate anion than ascorbic acid in blood plasma. Therefore, ascorbic acid dissolved in blood plasma exists primarily as ascorbate anion.
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Henderson-Hasselbalch Equation
Understanding the Henderson-Hasselbalch equation is vital for interpreting acid-base behavior in biochemical systems. It's a rearranged form of the acid dissociation constant (Ka) equation and is used to relate the pH of a solution to the pKa (the acid dissociation constant's negative logarithm) and the ratio of the concentrations of the deprotonated (A-) and protonated (HA) forms of an acid.
With the formula \( pH = pKa + \log\frac{[A^-]}{[HA]} \), this equation helps determine the extent of ionization of an acid in a solution, which is fundamental for predicting the form in which an acid will predominantly exist. Applying this equation to ascorbic acid in blood plasma, where the pH is known, allows us to calculate the ratio of ascorbate anion to ascorbic acid and decide which form is more prevalent.
With the formula \( pH = pKa + \log\frac{[A^-]}{[HA]} \), this equation helps determine the extent of ionization of an acid in a solution, which is fundamental for predicting the form in which an acid will predominantly exist. Applying this equation to ascorbic acid in blood plasma, where the pH is known, allows us to calculate the ratio of ascorbate anion to ascorbic acid and decide which form is more prevalent.
pH Calculation
The pH of a solution is a measure of its acidity or alkalinity, and it is a crucial factor in many biochemical reactions. It's determined by the concentration of hydrogen ions (H+) in the solution, and changes in pH can indicate shifts in chemical equilibria.
To calculate pH, you can take the negative logarithm of the hydrogen ion concentration \(\left( pH = -\log[H^+] \right)\). If the pH is known, it can be used alongside the Henderson-Hasselbalch equation to deduce information about the protonated and deprotonated species' concentration ratios. The problem here has demonstrated the use of the average physiological pH of blood plasma to predict the form of ascorbic acid at this particular pH.
To calculate pH, you can take the negative logarithm of the hydrogen ion concentration \(\left( pH = -\log[H^+] \right)\). If the pH is known, it can be used alongside the Henderson-Hasselbalch equation to deduce information about the protonated and deprotonated species' concentration ratios. The problem here has demonstrated the use of the average physiological pH of blood plasma to predict the form of ascorbic acid at this particular pH.
Ascorbic Acid Chemistry
Exploring ascorbic acid chemistry helps us understand its behavior and function in biological systems, like its role as vitamin C in the human body. Ascorbic acid can donate two protons, making it a diprotic acid, and its ionized forms are essential for its biological activity.
The first dissociation constant (Ka1) represents the acidity of ascorbic acid, dictating its tendency to release a proton and form the ascorbate anion. Due to its low Ka1 value (indicating a weak acid), ascorbic acid will primarily exist in a deprotonated form (ascorbate anion) under physiological conditions, just like the ratio calculated in the exercise shows.
The first dissociation constant (Ka1) represents the acidity of ascorbic acid, dictating its tendency to release a proton and form the ascorbate anion. Due to its low Ka1 value (indicating a weak acid), ascorbic acid will primarily exist in a deprotonated form (ascorbate anion) under physiological conditions, just like the ratio calculated in the exercise shows.
Chemical Equilibrium
Chemical equilibrium is the point at which the rates of the forward and reverse reactions are equal, leading to constant concentrations of the reactants and products over time. This concept is crucial in understanding how different forms of a substance coexist in a solution.
The acid-base equilibrium involving ascorbic acid and ascorbate ion is a prime example. The equilibrium can shift based on the solution's pH value, leading to either more ascorbic acid (HA) or ascorbate anion (A-), as predicted by Le Chatelier's principle. The Henderson-Hasselbalch equation serves as a quantitative tool to describe this equilibrium in acidic and basic environments, helping us to predict which form will prevail.
The acid-base equilibrium involving ascorbic acid and ascorbate ion is a prime example. The equilibrium can shift based on the solution's pH value, leading to either more ascorbic acid (HA) or ascorbate anion (A-), as predicted by Le Chatelier's principle. The Henderson-Hasselbalch equation serves as a quantitative tool to describe this equilibrium in acidic and basic environments, helping us to predict which form will prevail.