Aspirin (pKa = 3.49) is a weak acid. At which pH will its solubility be highest?
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Aspirin (pKa = 3.49) is a weak acid. At which pH will its solubility be highest?

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Aspirin (pKa = 3.49) is a weak acid. At which pH will its solubility be highest?

  • (A) pH 1.0
  • (B) pH 2.0
  • (C) pH 3.0
  • (D) pH 4.0
  • (E) pH 6.0
Answer

(E) pH 6.0

Explanation:

Aspirin is a weak acid with a pKa of 3.49. It becomes more ionized—and more soluble—at higher pH.  At pH 6.0, which is about 2 units above its pKa, aspirin is mostly ionized, so it’s most soluble at this pH.

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