From the following sets of data, please propose a reasonable structure for the unknown organic compound. This molecule is entirely composed of C, H, and N only. Please show all of your work and feel free to write on the spectra any clues as to the structure.

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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From the following sets of data, please propose a reasonable structure for the unknown organic compound. This molecule is entirely composed of C, H, and N only. Please show all of your work and feel free to write on the spectra any clues as to the structure.

000
200
1000
Infrared spectrum of unknown. KBr salt plate sample.
100
HS-M-6396
80
60
40
20
10
20
30
40
50
60
70
80
90
100
110
m/z
Mass spectrum of unknown. Molecular ion = 83.1
Relative Intensity
Transcribed Image Text:000 200 1000 Infrared spectrum of unknown. KBr salt plate sample. 100 HS-M-6396 80 60 40 20 10 20 30 40 50 60 70 80 90 100 110 m/z Mass spectrum of unknown. Molecular ion = 83.1 Relative Intensity
10
HP-2-4
ppm
'H-NMR of unknown. Singlet at 1.44 ppm, integration = 9 protons.
Ppn
Int. Assign.
125.90
3
22
28.41 1000
28.12
116
1
200
180
160
140
120
100
80
60
40
20
CDS-00-105
ppm
"C-NMR spectrum of unknown (some overlap in signals, see label).
Transcribed Image Text:10 HP-2-4 ppm 'H-NMR of unknown. Singlet at 1.44 ppm, integration = 9 protons. Ppn Int. Assign. 125.90 3 22 28.41 1000 28.12 116 1 200 180 160 140 120 100 80 60 40 20 CDS-00-105 ppm "C-NMR spectrum of unknown (some overlap in signals, see label).
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