Chem 430/530, W '98 - Advanced Organic Chemistry

Portland State University - - Professor Carl C. Wamser

Chapter 11 Homework

Carroll, pp 789 - 794, # 1 - 3 , 7 , 8 - 12 , 14, 15 , 18

1. Explain why compound A is much less reactive than B. Specifically indicate the expected thermal isomerization product in each case.

2. If the conversion of Dewar benzene into benzene, shown below, is a concerted process, how would you describe it in terms of a pericyclic reaction?

3. Explain the following as a concerted reaction. Number the carbons in both the reactants and products to help illustrate the changes taking place.