An inexperienced graduate student treated dec-5-ene with borane in THF, placed the flask in a refrigerator, and

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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 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.
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Organic Chemistry

ISBN: 978-0321768414

8th edition

Authors: L. G. Wade Jr.

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