Upon heating a racemic mixture of d,1-3,4-dimethyl-1,5-hexadiene, three products are possible, and all three are observed. The ratios are 90, 9, and nearly 1 percent. Predict which percentages correspond to which products and explain the ratio by showing the chair and boat conformations that lead to the products. two trans double bonds two cis double bonds cis-trans double bonds

Upon heating a racemic mixture of d,1-3,4-dimethyl-1,5-hexadiene, three products are possible, and all three are observed. The ratios are 90, 9, and nearly 1 percent. Predict which percentages correspond to which products and explain the ratio by showing the chair and boat conformations that lead to the products. two trans double bonds two cis double bonds cis-trans double bonds

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section20.6: Sigmatropic Shifts

Problem 20.12P

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