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The acidic strength of saturated aliphatic carboxylic acids depends mainly upon the inductive effect of the substituent and its position w.r.t. the -COOH group. Whereas electron-donating substituents tend to decrease, electron-withdrawing substituents tend to increase the acid strength. the acid weakening effect of electron donating substituents and acid-strengthening effect of the electron-withdrawing substituents is more pronounced at p-position than that at m-position. Due to ortho effect, o-substituted benzoic acids are usually stronger than benzoic acid regardless of the nature of substituent whetehr electron-donating or electron-withdrawing
Q. The `pK_(a)` 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. Aspirin will be
A. Unionized in the small intestine and in the stomach
B. Completely ionized in the stomach and almost unionized in the small intestine
C. Ionised in the stomach and almost unionized in the small intestine.
D. Ionised in the small intestine and almost unionized in the stomach.

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Correct Answer - D
Since the pH in the small intestine is about 8 (basic), aspirin is completely ionized here and further since the pH in the stomach is 2-3 (highly acidic) therefore, aspirin which is a weak acid is completely unionized here.

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