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Question

The pKa of acetylsalicyclic acid (asprin) is 3.5. The pH of gastric juice in human stomach is about 2-3 and the pH in the small intestine is about 8. Asprin will be:

A
Unionised in the small intestine and in the stomach
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B
Completely ionised in the small intestine and in the stomach
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C
Ionised in the stomach and almost unionised in the stomach
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D
Ionised in the small intestine and almost unionised in the stomach
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Solution

The correct option is C Ionised in the small intestine and almost unionised in the stomach
Applying the equation
pH=log[Salt][Base]+pKa
In human stomach suppose pH is 3 so 3=log[Salt][Base]+3.5
log[Salt][Base]=0.5 so it almost unionised in stomach.
In small intestine pH is 8 so 8=log[Salt][Base]+3.5
log[Salt][Base]=5.5 so it is ionised in intestine.

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