An inexperienced graduate student treated dec-5-ene with borane in THF, placed the flask in a refrigerator, and left for aparty. When he returned from the party, he discovered that the refrigerator was broken and that it had gotten quite warminside. Although all the THF had evaporated from the flask, he treated the residue with basic hydrogen peroxide. Tohis surprise, he recovered a fair yield of decan-1-ol. Use a mechanism to show how this reaction might have occurred.(Hint: The addition of BH3 is reversible.)
An inexperienced graduate student treated dec-5-ene with borane in THF, placed the flask in a refrigerator, and left for aparty. When he returned from the party, he discovered that the refrigerator was broken and that it had gotten quite warminside. Although all the THF had evaporated from the flask, he treated the residue with basic hydrogen peroxide. Tohis surprise, he recovered a fair yield of decan-1-ol. Use a mechanism to show how this reaction might have occurred.(Hint: The addition of BH3 is reversible.)
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
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.24P: The following equation shows the reaction of trans-2,3-diphenyloxirane with hydrogen chloride in...
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An inexperienced graduate student treated dec-5-ene with borane in THF, placed the flask in a refrigerator, and left for a
party. When he returned from the party, he discovered that the refrigerator was broken and that it had gotten quite warm
inside. Although all the THF had evaporated from the flask, he treated the residue with basic hydrogen peroxide. To
his surprise, he recovered a fair yield of decan-1-ol. Use a mechanism to show how this reaction might have occurred.
(Hint: The addition of BH3 is reversible.)
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