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Aspirin is an acid with a $\mathrm{p} K_{\mathrm{a}}$ of $3.5 ;$ its structure includes a carboxyl group. To be absorbed into the bloodstream, it must pass through ...

Question

Aspirin is an acid with a $\mathrm{p} K_{\mathrm{a}}$ of $3.5 ;$ its structure includes a carboxyl group. To be absorbed into the bloodstream, it must pass through the membrane lining the stomach and the small intestine. Electrically neutral molecules can pass through a membrane more easily than can charged molecules. Would you expect more aspirin to be absorbed in the stomach, where the pH of gastric juice is about $1,$ or in the small intestine, where the pH is about 6 ? Explain your answer.

Aspirin is an acid with a $\mathrm{p} K_{\mathrm{a}}$ of $3.5 ;$ its structure includes a carboxyl group. To be absorbed into the bloodstream, it must pass through the membrane lining the stomach and the small intestine. Electrically neutral molecules can pass through a membrane more easily than can charged molecules. Would you expect more aspirin to be absorbed in the stomach, where the pH of gastric juice is about $1,$ or in the small intestine, where the pH is about 6 ? Explain your answer.



Answers

Common aspirin is acetylsalicylic acid, which has the structure
shown here and a pKa of 3.5.
Calculate the pH of a solution in which one normal adult dose of
aspirin (6.5 * 102 mg) is dissolved in 8.0 ounces of water.


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