Organic Chemistry III

Professor Carl C. Wamser

Quiz 21

Chem 336 - Spring 2005

1. (3 points) Complete the following reactions by adding the missing parts. In the first step, show the anion intermediate formed, with all of its resonance forms. In the second part, show the final products that would be formed.

2. (4 points) Complete the following reactions by adding the missing parts. In the first step, show the anion intermediate formed, with all of its resonance forms. In the second part, show the final products that would be formed.

3. (3 points) Write a complete mechanism for the Claisen condensation of ethyl acetate using sodium ethoxide. Write just the one best resonance form for each intermediate.

Explain why a full equivalent of base is needed, and not just a catalytic amount.

The final product is a strong enough acid to be completely deprotonated by ethoxide