Problems Set - Meeting #7

1. What drives this Diels-Alder reaction performed in the laboratory?

2. A student dissolves 0.40 g of tetraphenylcyclopentadienone and 0.25 g of anthranilic acid in 6 mL of tetrahydrofuran and then adds 0.5 mL of isopentyl nitrite.

a. How much carbon monoxide (in units of mL) is given off (assume reaction goes to completion)?

b. Which size of flask would be appropriate for the reaction?

c. Assuming you have an additional 0.2 g of tetraphenylcyclopentadienone, what would you have to change?

d. What do you observe during the reaction?

3. What does the term "in-situ" mean?

4. Why does the stereochemistry of the dienophile remain unchanged in the product. Give an exmple.

5. A dienophile has to be in s-cis configuration for the Diels-Alder reaction to occur. Why?

6. A student performs the following sequence of experiments:

A--> B --> C

In the first reaction, he isolates the product in 45% yield. The second reaction runs in 30% yield. If he started off with 0.35 mol of A, how many moles of C did he isolate assuming he used up all of his intermediates?