The IR and 1H NMR spectra of an unknown molecular formula C8H15NO2 are shown below. The following questions will guide you in determining its structure. 1.Determine the degree of unsaturation. Show your calculation. 2.Analyze three significant bands in the IR spectra and conclude on the existing functions. 3.Analyze the 1H NMR chart below Draw the final structure of the unknown

Principles of Instrumental Analysis
7th Edition
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Chapter20: Molecular Mass Spectrometry
Section: Chapter Questions
Problem 20.16QAP
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The IR and 1H NMR spectra of an unknown molecular formula C8H15NO2 are shown below. The following questions will guide you in determining its structure.

1.Determine the degree of unsaturation. Show your calculation.
2.Analyze three significant bands in the IR spectra and conclude on the existing functions.
3.Analyze the 1H NMR chart below

Draw the final structure of the unknown

 

Signal 8 (ppm)
A
B
C
D
E
F
1.95
2.30
2.62
4.26
5.56
6.11
Intégra Multi-
-tion plicité
3H
6H
2H
2H
1H
1H
S
S
t
t
d
d
Commentaires
Transcribed Image Text:Signal 8 (ppm) A B C D E F 1.95 2.30 2.62 4.26 5.56 6.11 Intégra Multi- -tion plicité 3H 6H 2H 2H 1H 1H S S t t d d Commentaires
2.5 2.6 2.7 2.8 2.9 3
100
90
80
70
60
50
40
30
20
10
0
4000
RANSMITTANCE
7
3800 3600 3400 3200 3000 2800 2600 2400 2200
F
3.5
6
4.5
D
5
5
2000
5.5
1800
MICRONS
6
1600
WAVENUMBERS
D
4
1400
8
1200
C
3
9
10
1000
B
11
A
2
12
800
13
14
15
1
16
NICOLET 20SX FT-IR
17 18 19 21 22
0.0
600
ACCORDANCE
05
0.1
0.2
0.3
0.4
0.5
0.6
0.7
0.9
1.0
2.0
450
0
Transcribed Image Text:2.5 2.6 2.7 2.8 2.9 3 100 90 80 70 60 50 40 30 20 10 0 4000 RANSMITTANCE 7 3800 3600 3400 3200 3000 2800 2600 2400 2200 F 3.5 6 4.5 D 5 5 2000 5.5 1800 MICRONS 6 1600 WAVENUMBERS D 4 1400 8 1200 C 3 9 10 1000 B 11 A 2 12 800 13 14 15 1 16 NICOLET 20SX FT-IR 17 18 19 21 22 0.0 600 ACCORDANCE 05 0.1 0.2 0.3 0.4 0.5 0.6 0.7 0.9 1.0 2.0 450 0
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