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Question

The pKa of acetylsalicylic acid (aspirin) is 3.5. The pH of gastric juice in human stomach is about 2−3 and pH in the small intestine is about 8. So aspirin will be :

A
unionized in the small intestine and in the stomach
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B
completely ionized in the stomach and the small intestine
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C
ionized in the stomach and almost unionized in the small intestine
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D
ionized in the small intestine and almost unionized in the stomach
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Solution

The correct option is D ionized in the small intestine and almost unionized in the stomach
The pKa of acetylsalicylic acid (aspirin) is 3.5.

The pH of gastric juice in human stomach is about 23 and pH in the small intestine is about 8.

So aspirin will be Ionized in the small intestine (as pH>pKa and the medium is basic) and almost unionized in the stomach (as pKa>pH and medium is acidic).

Option D is correct.

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