The IR and 1H NMR spectra of an unknown, whose molecular formula is C11H14O3, are shown below. The following questions will guide you in determining the structure. a- Determine the degree of unsaturation of the unknown. Show your calculation. b- Identify three significant bands in the IR spectrum that will help to conclude on the functions that exist in this molecule

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, whose molecular formula is C11H14O3, are shown below. The following questions will guide you in determining the structure.
a- Determine the degree of unsaturation of the unknown. Show your calculation.
b- Identify three significant bands in the IR spectrum that will help to conclude on the functions that exist in this molecule.

8
F E
7
6
5
D
с
3
B
2
A
Transcribed Image Text:8 F E 7 6 5 D с 3 B 2 A
2.5 2.6 2.7 2.8 2.9 3
100
90
80
70
60
50
40
30
20
10
0
4000
LTRANSMITTANCE
3800 3600 3400
3.5
4
4.5
3200 3000 2800 2600 2400 2200
5
2000
5.5
1800
MICRONS
6
1600
WAVENUMBERS
7
1400
8
1200
9
10
1000
11
12
800
13
14
15
16
NICOLET 20SX FT-IR
21 22
17 18 19
-0.0
.05
0.1
-0.2
0.3
0.4
+0.5
0.6
0.7
0.8
-0.9
1.0
-2.0
600
ABSORBANCE
450
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 LTRANSMITTANCE 3800 3600 3400 3.5 4 4.5 3200 3000 2800 2600 2400 2200 5 2000 5.5 1800 MICRONS 6 1600 WAVENUMBERS 7 1400 8 1200 9 10 1000 11 12 800 13 14 15 16 NICOLET 20SX FT-IR 21 22 17 18 19 -0.0 .05 0.1 -0.2 0.3 0.4 +0.5 0.6 0.7 0.8 -0.9 1.0 -2.0 600 ABSORBANCE 450
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