9. The proton NMR spectrum for a compound with formula C5H10O is shown below. The normal carbon-13 NMR spectrum has three peaks. The DEPT-135 and DEPT-90 spectral results are tabulated. Draw the structure of this compound. Proton spectrum 5.0 4.5 4.02 Normal Carbon DEPT-135 DEPT-90 26 ppm Positive No peak 36 No peak No peak 84 Negative No peak C5H10O 4.0 3.5 3.0 2.5 2.0 1.5 5.95 1.0 0.5 0.0

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter13: Nuclear Magnetic Resonance Spectroscopy
Section: Chapter Questions
Problem 13.17P: Following are 1H-NMR spectra for compounds G, H, and I, each with the molecular formula C5H12O. Each...
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Interpret the data and find the structure

5.0
9. The proton NMR spectrum for a compound with formula C5H10O is shown below. The normal
carbon-13 NMR spectrum has three peaks. The DEPT-135 and DEPT-90 spectral results are
tabulated. Draw the structure of this compound.
Proton spectrum
4.5
4.02
Normal Carbon
DEPT-135
DEPT-90
26 ppm
Positive
No peak
36
No peak
No peak
84
Negative
No peak
C5H10O
4.0
3.5
3.0
2.5
2.0
1.5
5.95
1.0
0.5
0.0
Transcribed Image Text:5.0 9. The proton NMR spectrum for a compound with formula C5H10O is shown below. The normal carbon-13 NMR spectrum has three peaks. The DEPT-135 and DEPT-90 spectral results are tabulated. Draw the structure of this compound. Proton spectrum 4.5 4.02 Normal Carbon DEPT-135 DEPT-90 26 ppm Positive No peak 36 No peak No peak 84 Negative No peak C5H10O 4.0 3.5 3.0 2.5 2.0 1.5 5.95 1.0 0.5 0.0
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