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MBA, Ph.D in Management
Harvard university
Feb-1997 - Aug-2003
Professor
Strayer University
Jan-2007 - Present
k Problem Set 4 40 points Due Thursday, April 26, 2017
Answer the following questions on your paper.
1. Identify the carboxylic acid and the alcohol that are necessary to make each of the
following compounds via a Fischer esterification. 2. Predict the products that are formed when diphenyl carbonate is treated with
excess methyl magnesium bromide. 3. Pivampicillin is a penicillin prodrug. The prodrug ester, the one that is connected
to the dashed bond, enables a more rapid delivery of the prodrug to the
bloodstream, where the ester is hydrolyzed by enzymes releasing the active drug.
Draw the structure of the active drug. 4. Draw the product obtained when each of the following compounds is heated in
the presence of a base to give an aldol condensation. 5. Identify the reagents necessary to make each of the following compounds with an
aldol condensation. 6. Starting with ethyl acetoacetate and using any other reagents, show how you
would prepare each of the following compounds. 7. Beta-keto esters can be prepared by treating the enolate of a ketone with diethyl
carbonate. Draw a plausible mechanism for this reaction. 8. Identify the reagents necessary to achieve each of the following transformations.
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