(a) 1,3-Cyclopentadiene undergoes a DielsAlder reaction with itself to give a diene

Chapter 18, Problem 18.72

(choose chapter or problem)

(a) 1,3-Cyclopentadiene undergoes a DielsAlder reaction with itself to give a diene known commonly as endo-dicyclopentadiene. Give the structure of this diene. (b) When endo-dicyclopentadiene is subjected to ROMP (see 18.71), a polymer is formed that is so strong that a 1-inch-thick block will stop a 9 mm bullet. Give a structure for this polymer and suggest one reason why it is so strong.

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