Shown on the next two pages are the mass, IR and NMR spectra for an unknown organic molecule. Based on the spectra provided, determine the structure of the molecule. You do not need to assign spectral peaks. Remember to ignore the 13 C NMR triad at 77 ppm that comes from the NMR solvent.

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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Shown on the next two pages are the mass, IR and NMR spectra for an
unknown organic molecule. Based on the spectra provided, determine the
structure of the molecule. You do not need to assign spectral peaks.
Remember to ignore the 13 C NMR triad at 77 ppm that comes from the NMR
solvent.

CDC13
240
12
220
11
Relative Intensity
100
LOD
TRANDALIANCE
D
200
10
80-
40
20
0
4000
3469 81
3093 77
QE-300
180
25
3070 72 1458 50
3036 66
2968 39
2936 57
2877 64
9
1740 4
1499 70
1419 77
1384 60
1354 64
1346 68
3000
160
8
50
1303 62
1258 50
1212 55
1101 24
1171 12
1105 82
1098 62
140
75
1090 60
1044 77
1031 77
991 70
974 62
905 84
697 26
J
2000
120
6
100
m/z
HAVENUMBERI
100
5
125
1500
myar ↑
80
IL
150
1000
60
3
40
175
2
500
20
0
Transcribed Image Text:CDC13 240 12 220 11 Relative Intensity 100 LOD TRANDALIANCE D 200 10 80- 40 20 0 4000 3469 81 3093 77 QE-300 180 25 3070 72 1458 50 3036 66 2968 39 2936 57 2877 64 9 1740 4 1499 70 1419 77 1384 60 1354 64 1346 68 3000 160 8 50 1303 62 1258 50 1212 55 1101 24 1171 12 1105 82 1098 62 140 75 1090 60 1044 77 1031 77 991 70 974 62 905 84 697 26 J 2000 120 6 100 m/z HAVENUMBERI 100 5 125 1500 myar ↑ 80 IL 150 1000 60 3 40 175 2 500 20 0
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