Organic Chemistry III

Professor Carl C. Wamser

Homework, Chapter 18

Carey, pages 784 - 790

Problems 18.20 - 42


1. Write a complete mechanism for a directed aldol condensation between cyclohexanone (as the enolate) and pentanal.

2. Number the carbons in 2,6-heptanedione and then apply the same numbers to identify the carbons in each of two possible intramolecular aldol products (after dehydration). Indicate which would be expected to be the major product.

3. Write a complete mechanism for the NaOH-catalyzed aldol reaction of cyclopentanone, including dehydration.