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Acids and BasesMCQ

Questions 26-28 refer to the following information. The structure of haloacetic acids, XCH2COOH (wheAcids and Bases Chemistry Question

Question

Questions 26-28 refer to the following information.

The structure of haloacetic acids, XCH2COOH (where X is either F, Cl, Br, or I ), is shown below.

[VISUAL]

A student compares the percent ionization of chloroacetic acid and fluoroacetic acid in 0.10 M aqueous solutions. Which of the following correctly compares the percent ionization of the two acids?

A.

The percent ionization of chloroacetic acid is greater than that of fluoroacetic acid.

B.

The percent ionization of chloroacetic acid is less than that of fluoroacetic acid.

✓ Correct
C.

The percent ionizations cannot be compared without knowing the concentrations of the two acids.

D.

The percent ionizations cannot be compared without knowing the pH of the solution.

💡 Solution & Explanation

STEPS:

1. Retrieve the acid dissociation constant (KaK_a) or pKapK_a values from the table:
According to the provided data table for haloacetic acids:
* Fluoroacetic acid: Ka=2.57×103K_a = 2.57 \times 10^{-3} (or pKa=2.59pK_a = 2.59).
* Chloroacetic acid: Ka=1.35×103K_a = 1.35 \times 10^{-3} (or pKa=2.87pK_a = 2.87).

2. Relate KaK_a and pKapK_a to acid strength:
The acid dissociation constant (KaK_a) quantitatively measures the strength of an acid in solution.
* A larger KaK_a value (which corresponds to a smaller pKapK_a value) indicates a stronger weak acid because the equilibrium lies further to the product (ionized) side.
* Comparing the two, fluoroacetic acid has a larger KaK_a (2.57×103>1.35×1032.57 \times 10^{-3} > 1.35 \times 10^{-3}) and a lower pKapK_a (2.59<2.872.59 < 2.87), meaning fluoroacetic acid is a stronger acid than chloroacetic acid.

3. Connect acid strength to percent ionization:
Percent ionization is defined as the ratio of the equilibrium concentration of ionized acid ([H+]eq[\text{H}^+]_{eq}) to the initial concentration of the weak acid ([HA]0[\text{HA}]_0), multiplied by 100%:
Percent Ionization=[H+][HA]×100%\text{Percent Ionization} = \frac{[\text{H}^+]}{[\text{HA}]} \times 100\%
For weak monoprotic acids at equal initial concentrations (both are 0.10 M0.10\text{ M} in this scenario), the stronger acid will dissociate to a greater extent, yielding a higher concentration of hydronium ions (H+\text{H}^+) at equilibrium. Consequently, the stronger acid will always exhibit a higher percent ionization.

4. Compare the percent ionization of the two acids:
Since fluoroacetic acid is the stronger of the two acids, it ionizes to a greater extent than chloroacetic acid at equal concentrations. Therefore, the percent ionization of chloroacetic acid must be less than the percent ionization of fluoroacetic acid. This directly aligns with Option B.

*

WHY_OTHERS_WRONG:

  • Option A is incorrect: This option falsely claims that chloroacetic acid has a greater percent ionization than fluoroacetic acid. This is incorrect because chloroacetic acid is a weaker acid (smaller KaK_a) and thus dissociates to a lesser extent at equal concentrations.
  • Option C is incorrect: The initial concentrations of both acids are explicitly specified in the prompt as equal (0.10 M0.10\text{ M}). Even if the concentration values were omitted, as long as they are known to be equal, their percent ionizations can be compared directly using their relative KaK_a values.
  • Option D is incorrect: The pH of the solution is a dependent variable that results from the ionization of the acid, not an independent piece of information required to compare their baseline strengths. Knowing the relative KaK_a values and initial concentrations is entirely sufficient to determine which acid has a greater percent ionization.
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