last updated Monday, July 19, 2004

Problems Set - Meeting #7

1. What is "Dieldrin" used for and how is it synthesized?

2. Referring to benzyne answer the following questions.

a. What is its function in the Diels-Alder-Reaction that is carried out in the lab?

b. How is it obtained in the lab?

c. What would happen if a student forgets to add the tetraphenylcyclopentadienone to the reaction?

3. The reaction of butadiene with ethylene requires relatively high temperatures in order to occur while the reaction of cyclopentadiene with maleic anhydride takes place at room temperature. Explain briefly and show appropriate diagrams..

4. Why is advisable to use a 10 mL round bottom flask for this reaction?

5. The 13C-NMR spectrum of today's product shows 13 signals in solution, but 17 signals in solid state or at very low temperatures. Explain briefly.

6. The reaction of cyclopentadiene with maleic anhydride affords the endo product. Explain briefly and show appropriate diagrams.