Hydrocarbon

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter17: Alcohols And Phenols
Section17.SE: Something Extra
Problem 69AP: As a rule, axial alcohols oxidize somewhat faster than equatorial alcohols. Which would you expect...
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Hydrocarbon A, C8H12 absorbs 3 equiv. of hydrogen to give B, C8H18 when hydrogenated over a Pd/C catalyst. Treatment of A with aqueous H2SO4 and Hg(II) gives a single ketone, C. Oxidation of A with KMnO4 gives CO2 and the two carboxylic acids D & E shown below. What would be a structure for A?

CH3
HO,C-CH
CO2 + HO,C-CH2-CO,H
D.
E CH3
Охidation products
Transcribed Image Text:CH3 HO,C-CH CO2 + HO,C-CH2-CO,H D. E CH3 Охidation products
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