Diels alder reactions of cyclopentadiene


Assignment:

Q1. Why does cyclopentadiene dimerize so easily and rapidly to dicyclopentadiene? Please explain your answer.
Q2. Why must the distillation head temperature be maintained below 45oC suring the cracking of dicyclopentadiene? In other words, in the cracking of dicyclopentadiene, why is it necessary to distill the product very slowly?
Q3. Draw all the products of the following reactions. And also state whether they will be racemix, and draw its 3D configuration.

1616_Diels Alder Reactions.JPG
Q4. What starting material would be necessary to prepare the following compound by the Diels-Alder reaction?

2287_Cyclopentadiene.jpg

Q5. Draw the diene and dienophile you would use to synthesize each of the following:

2108_Diels Alder Reactions of Cyclopentadiene.jpg
Q6. Why does a 1,3-diene react more rapidly with maleic anhydride that with another molecule of itself?
Q7. Please perform the theoretical yield of
Dicyclopentadiene ↔ Cyclopentadiene. Then cyclopentadiene + maleic anhydride ↔ cis-norbornene-5,6-endo-dicarboxylic anhydride.

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Chemistry: Diels alder reactions of cyclopentadiene
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