Chem 335 - Winter 2000Organic Chemistry II
Dr. Carl C. Wamser
Chem 335 - Winter 2000
Brown & Foote, pages 728 - 737 :
Problems 18.18 - 24 , 29 - 37 , 39 , 41 , 45 - 48 , 51 - 53
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 directed aldol condensation between cyclohexanone (as the enolate) and pentanal.
3. Write a complete mechanism for a crossed Claisen condensation between ethyl acetate and ethyl benzoate, using sodium ethoxide as the base.