The $$\mathrm{pK_a}$$ of acetylsalicylic acid (aspirin) is 3.5. The $$\mathrm{pH}$$ of gastric juice in human stomach is about 2-3 and the $$\mathrm{pH}$$ in the small intestine is about 8. Aspirin will be
AUnionized in the small intestine and in the stomach
BCompletely ionised in the small intestine and in the stomach
CIonised in the stomach and almost unionized in the small intestine
DIonised in the small intestine and almost unionized in the stomach
Answer & Solution
Correct answer: D. Ionised in the small intestine and almost unionized in the stomach
Aspirin is a weak acid. For a weak acid, when $\mathrm{pH} < \mathrm{p}K_a$, the acid remains mostly in the unionized form, and when $\mathrm{pH} > \mathrm{p}K_a$, it is mostly in the ionized form.
Here, $\mathrm{p}K_a = 3.5$.
In the stomach, $\mathrm{pH} = 2\text{ to }3$, so $\mathrm{pH} < \mathrm{p}K_a$. Therefore aspirin is almost unionized there.
In the small intestine, $\mathrm{pH} = 8$, so $\mathrm{pH} > \mathrm{p}K_a$. Therefore aspirin is ionized there.
So the correct option is $\mathrm{D}$.