Using the principles for writing mechanisms and the four

Chapter 18, Problem 18.56

(choose chapter or problem)

Using the principles for writing mechanisms and the four steps in the How to Write Mechanisms for Interconversions of Carboxylic Acid Derivatives box of this chapter, write mechanisms showing all electron fl ow arrows for the following reactions: (a) Hydrolysis of N,N-dimethylacetamide in acidic water. (b) Hydrolysis of acetic anhydride in basic water. (c) Esterifi cation of acetic acid in acidic ethanol. (d) The reaction of dimethylamine in water with acetic anhydride to create N,N- dimethylacetamide. (e) Partial hydrolysis of acetonitrile in acidic water to create acetamide.

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