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Chapter 28: 44P (page 1212)
A student found that heating any one of the isomers shown here resulted in scrambling of the deuterium to all three positions on the five-membered ring. Propose a mechanism to account for this observation.
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a. Propose a mechanism for the following reaction. (Hint:An electrocyclic reaction is followed by a Diels–Alder reaction.)
b. What would be the product if trans-2-butene were used instead of ethene?
Show how norbornane can be prepared from cyclopentadiene.
Propose a mechanism for the following reaction:
A student found that heating any one of the isomers shown here resulted in scrambling of the deuterium to all three positions on the five-membered ring. Propose a mechanism to account for this observation.
Will a concerted reaction take place between 1,3-butadiene and 2-cyclohexenone in the presence of ultraviolet light?
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