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Reaction of p-aminophenol with acetic anhydride to produce acetylaminophenol

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In an experiment, acetylaminophenol is produced from the reaction of p-aminophenol with acetic anhydride.
a) What is the balanced reaction?
b) A possible side reaction in this experiment involves acetylation of the hydroxy group as well as the amine. Is this by-product present in the crude or recrystallized product? Explain.
c) What effect would the addition of one equivalent of a strong acid have on the reaction of p-aminophenol and acetic anhydride? Explain.

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Solution Summary

This solution provides in 154 words what compound is formed from the indicated reaction as well as the concepts of recrystallization and protonation. Diagrams are provided and the solution is attached in a .doc file.

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The reaction of aminophenol with acetic anhydride would result in the formation of the following compound by addition of one acetyl mole to the starting molecule and the formation of acetic acid from the leftovers of ...

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