Aspirin is an ester and undergoes the typical reaction of esters.  Write a mechanism for the reaction. Taking this in mind, why should you not recrystallize aspirin from hot water?

Chemistry for Today: General, Organic, and Biochemistry
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Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
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Chapter15: Carboxylic Acids And Esters
Section: Chapter Questions
Problem 15.69E
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¨     Aspirin is an ester and undergoes the typical reaction of esters.  Write a mechanism for the reaction. Taking this in mind, why should you not recrystallize aspirin from hot water?
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