CO2H A CH;CO,H HO,C .CO,H acetic acid E Oxidation products

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Hydrocarbon A, C9H12 absorbs 3 equiv. of hydrogen to give B, C9H18 when hydrogenated over a Pd/C catalyst. Treatment of A with aqueous H2SO4 and Hg(II) gives two isomeric ketonesC & D. Oxidation of A with KMnO4 gives acetic acid and the tricarboxylic acid E shown below. Propose a structure for A.

 
CO2H
A
CH;CO,H
HO,C.
.CO2H
acetic acid
E
Охidation products
Transcribed Image Text:CO2H A CH;CO,H HO,C. .CO2H acetic acid E Охidation products
Expert Solution
Step 1

A hydrocarbon A , having molecular formula C9H12 gives following reaction:

A H2,Pd/C BAHg2+, H2SO4 C +DAKMnO4 E

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