Oxidation of cholesterol converts the alcohol to a ketone. Under acidic or basic oxidationconditions, the C“C double bond migrates to the more stable, conjugated position. BeforeIR and NMR spectroscopy, chemists watched the UV spectrum of the reaction mixture tofollow the oxidation. Describe how the UV spectrum of the conjugated product, cholest-4-en-3-one, differs from that of cholesterol

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter9: Alkynes: An Introduction To Organic Synthesis
Section9.SE: Something Extra
Problem 46AP: A hydrocarbon of unknown structure has the formula C8H10. On catalytic hydrogenation over the...
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Oxidation of cholesterol converts the alcohol to a ketone. Under acidic or basic oxidation
conditions, the C“C double bond migrates to the more stable, conjugated position. Before
IR and NMR spectroscopy, chemists watched the UV spectrum of the reaction mixture to
follow the oxidation. Describe how the UV spectrum of the conjugated product, cholest-4-
en-3-one, differs from that of cholesterol

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