PROBLEM 15-20(a) Show that the [4 + 4] cycloaddition of two butadiene molecules to give cycloocta1,5-diene is thermally forbidden but photochemically allowed.(b) There is a different, thermally allowed cycloaddition of two butadiene molecules. Showthis reaction, and explain why it is thermally allowed. (Hint: Consider the dimerizationof cyclopentadiene.)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter6: An Overview Of Organic Reactions
Section6.3: Radical Reactions
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PROBLEM 15-20
(a) Show that the [4 + 4] cycloaddition of two butadiene molecules to give cycloocta1,5-diene is thermally forbidden but photochemically allowed.
(b) There is a different, thermally allowed cycloaddition of two butadiene molecules. Show
this reaction, and explain why it is thermally allowed. (Hint: Consider the dimerization
of cyclopentadiene.)

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