Organic Chemistry III

Professor Carl C. Wamser

Homework 21 Answers

Chem 336 - Spring 2005

Carey, pages 908 - 912

Problems 21.15 - 25 , 28 - 29


1. Condensation reactions seem to have developed more "name" reactions than most other areas of organic chemistry. For each reaction below, identify the alpha-nucleophile and the carbonyl group that would have been involved.

a) Perkin condensation


b) Knoevenagel condensation


c) Dieckmann condensation


2. Write a complete mechanism for a mixed Claisen condensation between ethyl acetate and ethyl benzoate, using sodium ethoxide as the base.