Compound C has molecular formula C5H8O. The IR, mass, 1H-NMR, and 13C-NMR spectra are shown below. Suggest a structure for C and explain your reasoning.

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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Compound C has molecular formula C5H8O. The IR, mass, 1H-NMR, and 13C-NMR spectra are shown below. Suggest a structure for C and explain your reasoning.

 

 

2H
СOMPOUND C
1H-NMR spectrum
1H
1H
to
84
1001
90
80-
COMPOUNDC
70-
Mass spectrum
60-
50
55
83
40-
30어
28
20-
54
69
10-
27
41
15
0-
to
10
15
20
25
30
35
50
MIZ
40
45
55
60
65
70
75
80
85
90
Transcribed Image Text:2H СOMPOUND C 1H-NMR spectrum 1H 1H to 84 1001 90 80- COMPOUNDC 70- Mass spectrum 60- 50 55 83 40- 30어 28 20- 54 69 10- 27 41 15 0- to 10 15 20 25 30 35 50 MIZ 40 45 55 60 65 70 75 80 85 90
100-
80-
COMPOUND C
60-
IR spectrum
40-
20-
3500
3000
2500
2000
1500
1000
Wavenumber (cm-1)
19.4
65.7
22.기
144.0
100.7
COMPOUNDC
13C-NMR spectrum
Too do
to
-725
-886
1070
1238
1450
1644
2-2860
- 2937
3063
Transmittance
Transcribed Image Text:100- 80- COMPOUND C 60- IR spectrum 40- 20- 3500 3000 2500 2000 1500 1000 Wavenumber (cm-1) 19.4 65.7 22.기 144.0 100.7 COMPOUNDC 13C-NMR spectrum Too do to -725 -886 1070 1238 1450 1644 2-2860 - 2937 3063 Transmittance
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