At 100 degrees C, water reacts with acetic anhydride to make acetic acid. Also,

Question

At 100 degrees C, water reacts with acetic anhydride to make acetic acid. Also, at 100 degrees C, water reacts with acetylsalicylic acid and reverts it to salicylic acid and acetic acid. Based on this information, what affect does the presence of water have on the percent yield of aspirin?

A. Water decreases the yield of aspirin by diluting sulfuric acid and destroying aspirin

B. Water decreases the yield of aspirin by destroying both acetic anhydride and aspirin.

C. Water has no effect on the yield because it destroys both acetic anhydride and aspirin.

D. By destroying aspirin, water drives the reaction to the right, increasing the yield.   

Explanation / Answer

As synthesis of aspirin is nucleophilic substituion reaction and water have drastic effect on stability of acetic anhydride.

Because acetic anhydride rapidly react with water and converts into acetic acid, so

B. Water decreases the yield of aspirin by destroying both acetic anhydride and aspirin.

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