An unknown compound has the molecular formula C12H16O. The unknown compound absorbs strongly in the IR at 1710 cm-1. The 'H NMR spectral data for the unknown compound are given in the table below. What is the structure (from the list of compounds in Figure #3) of the unknown compound? absolute ratio absorption chemical shift (ppm) of absorbing H's doublet 1.1 6 doublet 1.5 3 septet 2.7 1 quartet 3.8 broad singlet 7.0 5 Figure #3

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter17: Alcohols And Phenols
Section17.SE: Something Extra
Problem 55AP: A compound of unknown structure gave the following spectroscopic data: Mass spectrum: M+=88.1 IR:...
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An unknown compound has the molecular formula C12H160. The
unknown compound absorbs strongly in the IR at 1710 cm
-1. The
'H NMR spectral data for the unknown compound are given in the
table below. What is the structure (from the list of compounds in
Figure #3) of the unknown compound?
absolute ratio
absorption
chemical shift (ppm)
of absorbing H's
doublet
1.1
6
doublet
1.5
3
septet
2.7
1
quartet
3.8
1
broad singlet
7.0
5
Figure #3
compound A
compound B
compound C
compound D
OH
compound E
Transcribed Image Text:An unknown compound has the molecular formula C12H160. The unknown compound absorbs strongly in the IR at 1710 cm -1. The 'H NMR spectral data for the unknown compound are given in the table below. What is the structure (from the list of compounds in Figure #3) of the unknown compound? absolute ratio absorption chemical shift (ppm) of absorbing H's doublet 1.1 6 doublet 1.5 3 septet 2.7 1 quartet 3.8 1 broad singlet 7.0 5 Figure #3 compound A compound B compound C compound D OH compound E
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