A compound has the molecular formula: C4H8O2 and gives the following C-13 NMR spectrum. Provide the most likely functional groups for each signal. nmrsin presentation 11 C:Bruken TopSpin3.5p7\examdata -170.7658 150 100 d 170.8 (OCH3) ; 60.4 (OCH2); 20.8, 14.1 (2 x C=0) 8170.8 (0 CH₂); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3). 6 170.8 (CH3); 60.4 (C-0); 20.8, 14.1 (2 x OCH₂) 8170.8 (C=0); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3). 5170.8 (C);60.4 (O CH2); 20.8, 14.1 (2 x OCH3) COZY - -20.7902 -14.1385 [ppm) []

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
Section13.SE: Something Extra
Problem 66GP: A 13C NMR spectrum of commercially available 2,4-pentanediol, shows five peaks at 23.3, 23.9, 46.5,...
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A compound has the molecular formula: C4H8O2 and gives the
following C-13 NMR spectrum. Provide the most likely functional
groups for each signal.
nmrsim presentation 1 1 C:Bruken Topspin3.5pl7 examdata
-170.7658
150
100
d 170.8 (O CH3) ; 60.4 (OCH2); 20.8, 14.1 (2 x C=0)
8170.8 (0 CH₂); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3).
8 170.8 (CH3); 60.4 (C-0); 20.8, 14.1 (2 x OCH₂)
8170.8 (C=0); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3).
8170.8 (C) ; 60.4 (O CH2); 20.8, 14.1 (2 x O CH3)
-60.4293
50
-20.7902
-14.1385
[ppm]
[+]
Transcribed Image Text:A compound has the molecular formula: C4H8O2 and gives the following C-13 NMR spectrum. Provide the most likely functional groups for each signal. nmrsim presentation 1 1 C:Bruken Topspin3.5pl7 examdata -170.7658 150 100 d 170.8 (O CH3) ; 60.4 (OCH2); 20.8, 14.1 (2 x C=0) 8170.8 (0 CH₂); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3). 8 170.8 (CH3); 60.4 (C-0); 20.8, 14.1 (2 x OCH₂) 8170.8 (C=0); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3). 8170.8 (C) ; 60.4 (O CH2); 20.8, 14.1 (2 x O CH3) -60.4293 50 -20.7902 -14.1385 [ppm] [+]
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