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Chapter 28: 44 P (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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Draw the product of each of the following sigmatropic rearrangements:
Explain why compound A will not undergo a ring-opening reaction under thermal conditions, but compound B will.
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.
Show how the reactant can be converted to the product in two steps.
Will a concerted reaction take place between 1,3-butadiene and 2-cyclohexenone in the presence of ultraviolet light?
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