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Solved: cis -3,4-Dimethylcyclobutene undergoes thermal

Chapter 28, Problem 38P

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QUESTION:

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?

                                       

Equation Transcription:

Text Transcription:

3,4

99%

1%

Questions & Answers

QUESTION:

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?

                                       

Equation Transcription:

Text Transcription:

3,4

99%

1%

ANSWER:

Solution 38P

Under thermal conditions both HOMO of the diene system  is2. In this conditions the ring opening  and ring closing as follows conrotatory pathways

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