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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 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.
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.
Problem:Which of the following are correct? Correct any false statements.
a. A conjugated diene with an even number of double bonds undergoes conrotatory ring closure under thermal conditions.
b. A conjugated diene with an antisymmetric HOMO undergoes conrotatory ring closure under thermal conditions.
c. A conjugated diene with an odd number of double bonds has a symmetric HOMO.
cis-3,4-Dimethylcyclobutene undergoes thermal ring opening to form the two products shown. One of the products is formed in 99% yield, the other in 1% yield. Which is which?
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?
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