Formic acid, HCO2H, is a weak acid (pKa = 3.74). Which of the following bases is sufficiently strong to deprotonate formic acid to an extent greater than 50% (25°C)? (pKp for each base is given) CH3CO2 - (9.24) 103- (13.2) CICH3CO2 (11.1)

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**Formic Acid Deprotonation Problem**

Formic acid, HCO₂H, is a weak acid with a pKₐ of 3.74. The question is to determine which of the following bases can sufficiently deprotonate formic acid to an extent greater than 50% at 25°C. The pK_b values for each base at 25°C are provided:

- CH₃CO₂⁻ (pK_b = 9.24)
- IO₃⁻ (pK_b = 13.2)
- ClCH₃CO₂⁻ (pK_b = 11.1)

**Reminder:** The relationship is given by pKₐ + pK_b = 14.00 at 25°C.

**Options:**

A. ClCH₃CO₂⁻ only  
B. CH₃CO₂⁻ only  
C. IO₃⁻ only  
D. IO₃⁻ and ClCH₃CO₂⁻  

To determine the correct answer, compare the pK_b values given with the pKₐ of formic acid, using the provided pKₐ + pK_b relationship. A base is sufficiently strong if 14 minus its pK_b value is greater than the pKₐ of formic acid.
Transcribed Image Text:**Formic Acid Deprotonation Problem** Formic acid, HCO₂H, is a weak acid with a pKₐ of 3.74. The question is to determine which of the following bases can sufficiently deprotonate formic acid to an extent greater than 50% at 25°C. The pK_b values for each base at 25°C are provided: - CH₃CO₂⁻ (pK_b = 9.24) - IO₃⁻ (pK_b = 13.2) - ClCH₃CO₂⁻ (pK_b = 11.1) **Reminder:** The relationship is given by pKₐ + pK_b = 14.00 at 25°C. **Options:** A. ClCH₃CO₂⁻ only B. CH₃CO₂⁻ only C. IO₃⁻ only D. IO₃⁻ and ClCH₃CO₂⁻ To determine the correct answer, compare the pK_b values given with the pKₐ of formic acid, using the provided pKₐ + pK_b relationship. A base is sufficiently strong if 14 minus its pK_b value is greater than the pKₐ of formic acid.
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