Acid strength fundamentals in biochemistry and aqueous chemistry: Which factor primarily determines how strong an acid is in water?

Difficulty: Easy

Correct Answer: Electronegativity (and stabilization of the conjugate base)

Explanation:


Introduction / Context:
In biochemistry and general chemistry, “acid strength” refers to how completely an acid donates protons to water. Understanding what governs this strength helps predict pH, buffer action, and reactivity in biological systems.



Given Data / Assumptions:

  • Aqueous solution at standard conditions.
  • Strength relates to Ka (acid dissociation constant) and pKa.
  • Compare structural factors offered in the options.



Concept / Approach:
Acid strength increases when the conjugate base is stabilized. Electron-withdrawing effects (electronegativity and inductive effects), resonance delocalization, and solvation stabilize the conjugate base, lowering pKa. The “number of protons released” is not a measure of strength; polyprotic acids can be weak at each step. Neutron count and double bonds, by themselves, do not directly control Ka unless they influence electron-withdrawing or resonance effects.



Step-by-Step Solution:
Define strength: stronger acid = larger Ka = smaller pKa.Identify stabilizing features of the conjugate base (electronegativity, resonance, inductive effects).Select the factor that best captures this stabilization: electronegativity.



Verification / Alternative check:
Compare acetic acid vs trifluoroacetic acid. Adding electronegative fluorines withdraws electron density, stabilizes the conjugate base, and dramatically increases acidity (lower pKa).



Why Other Options Are Wrong:

  • Number of protons released: Polyprotic behavior does not equal strength; each step has its own pKa.
  • Double bonds: Relevant only if they create resonance or inductive effects; not a universal rule.
  • Neutrons gained / radioactive decay: Irrelevant to acid dissociation in water.



Common Pitfalls:
Confusing “how many protons an acid can donate” (polyprotic) with “how willing it is to donate” (strength of each dissociation).



Final Answer:
Electronegativity (and stabilization of the conjugate base).


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