At room temperature, the 'H NMR spectrum of all-cis-1,2,3,4,5,6-cyclohexanehexacarboxylic acid exhibits two signals for the H atoms directly bonded to the ring. Explain why. Hint: Draw its chair conformation explicitly. CO,H HO,C .CO2H HO,C* *CO2H CO,H

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter15: Benzene And Aromaticity
Section15.SE: Something Extra
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At room temperature, the 'H NMR spectrum of
all-cis-1,2,3,4,5,6-cyclohexanehexacarboxylic acid
exhibits two signals for the H atoms directly bonded to
the ring. Explain why. Hint: Draw its chair conformation
explicitly.
CO,H
HO,C
.CO2H
HO,C*
*CO2H
CO,H
Transcribed Image Text:At room temperature, the 'H NMR spectrum of all-cis-1,2,3,4,5,6-cyclohexanehexacarboxylic acid exhibits two signals for the H atoms directly bonded to the ring. Explain why. Hint: Draw its chair conformation explicitly. CO,H HO,C .CO2H HO,C* *CO2H CO,H
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