Organic Chemistry III

Professor Carl C. Wamser

Chem 336 - Spring 2006

Quiz 21

1. (3 points) Complete the following reactions:

a)

b)

c)


2. (3 points) Show all the steps (no mechanisms) that would be used in a malonic ester synthesis of hexanedioic acid, using 1,2-dibromoethane as the alkyl halide.


3a. (3 points) Write a complete mechanism (including all resonance forms for any intermediates involved) for the mixed Claisen condensation between diethyl oxalate and ethyl acetate (shown below).


3b. (1 point) Indicate the final product expected from the above Claisen condensation after hydrolysis and decarboxylation.