1. Each of the following IR spectra is associated with one of the aromatic compounds below. Identify the compound associated with each spectrum. LOH a-tetralone B-tetralone 2-indanone N-methylbenzamide m-cresol Spectrum A MICRONS NICOLET 20SX FT-IR 17 18 19 25 2.6 2.7 2.8 2.9 3 3.5 4.5 5.5 10 11 12 13 14 15 16 21 22 100- 90 80 70 60 50 40 Fos 30 06 20 07 09 1.0 10 ol 20 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 WAVENUMBERS 1400 1200 1000 800 600 450 Spectrum B MICRONS NICOLET 20SX FT-IR 2.7 28 2.9 3 17 18 19 21 22 0.0 2.6 3.5 4.5 5.5 10 11 12 13 14 15 16 90 80 70 102 60 50 H03 40 104 fas 30 06 20 09 10 1.0 20 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 800 600 450 WAVENUMBERS This work by Dr. James S. Nowick. Professor of Chemiistry. University of Califomia Irvine, is licensed under a Creative Commons Attribution 4 0 International License

EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN:9781305446021
Author:Lampman
Publisher:Lampman
Chapter95: Nuclear Magnetic Resonance Spectroscopy (proton Nmr)
Section: Chapter Questions
Problem 6P
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1. Each of the following IR spectra is associated with one of the aromatic compounds below. Identify the
compound associated with each spectrum.
N.
H
HO
a-tetralone
B-tetralone
2-indanone
N-methylbenzamide
m-cresol
Spectrum A
MICRONS
NICOLET 20SX FT-IR
2.8 2.9
2.5
100
2.6
2.7
3.5
4
4.5
5.5
7
10
11
12
13
14
15
16 17 18 19
21 22
0.0
90
.05
80
0.1
70
%
0.2
60
50
0.3
40
0.4
0.5
30
-0.6
20
0.7
0.8
0.9
1.0
2.0
4000
3800
3600
3400
3200
3000
2800
2600
2400
2200
2000
1800
1600
1400
1200
1000
800
600
450
WAVENUMBERS
Spectrum B
MICRONS
NICOLET 20SX FT-IR
2.5
100
2.6
2.7
2.8
2.9
3
3.5
4
4.5
5.5
7
8
10
11
12
13
14
15
16
17
18 19
21 22
+ 0.0
90
.05
80
0.1
70
%
0.2
60
50
-0.3
B
40
0.4
E
0.5
30
0.6
20
0.7
0.8
0.9
10
1.0
2.0
4000
3800
3600
3400
3200
3000
2800
2600
2400
2200
2000
1800
1600
1400
1200
1000
800
600
450
WAVENUMBERS
This work by Dr. James S. Nowick, Professor of Chemistry, University of California, Irvine, is licensed under a Creative Commons Attribution 4.0 International License.
Spectra are from Sigma-Aldrich (www.sigmaaldrich.com) under fair use.
ABSORBANCE
ERANSMITT
ANCE
TRANSMITT ANCE
10
Transcribed Image Text:1. Each of the following IR spectra is associated with one of the aromatic compounds below. Identify the compound associated with each spectrum. N. H HO a-tetralone B-tetralone 2-indanone N-methylbenzamide m-cresol Spectrum A MICRONS NICOLET 20SX FT-IR 2.8 2.9 2.5 100 2.6 2.7 3.5 4 4.5 5.5 7 10 11 12 13 14 15 16 17 18 19 21 22 0.0 90 .05 80 0.1 70 % 0.2 60 50 0.3 40 0.4 0.5 30 -0.6 20 0.7 0.8 0.9 1.0 2.0 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 800 600 450 WAVENUMBERS Spectrum B MICRONS NICOLET 20SX FT-IR 2.5 100 2.6 2.7 2.8 2.9 3 3.5 4 4.5 5.5 7 8 10 11 12 13 14 15 16 17 18 19 21 22 + 0.0 90 .05 80 0.1 70 % 0.2 60 50 -0.3 B 40 0.4 E 0.5 30 0.6 20 0.7 0.8 0.9 10 1.0 2.0 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 800 600 450 WAVENUMBERS This work by Dr. James S. Nowick, Professor of Chemistry, University of California, Irvine, is licensed under a Creative Commons Attribution 4.0 International License. Spectra are from Sigma-Aldrich (www.sigmaaldrich.com) under fair use. ABSORBANCE ERANSMITT ANCE TRANSMITT ANCE 10
Spectrum C
MICRONS
NICOLET 20SX FT-IR
3.5
16 17
18 19
2.5
100
2.6
2.7
2.8
2.9
3
4
4.5
5.5
6.
7
9.
10
11
12
13
14
15
21 22
0.0
90
.05
80
0.1
70
%
-0.2
60
50
0.3
40
0.4
0.5
30
-0.6
20
0.7
0.8
0.9
1.0
2.0
4000
3800
3600
3400
3200
3000
2800
2600
2400
2200
2000
1800
1600
1400
1200
1000
800
600
450
WAVENUMBERS
Spectrum D
MICRONS
NICOLET 20SX FT-IR
2.8 2.9
17 18 19
2.5
100
2.6
2.7
3
3.5
4
4.5
5.5
7
8 9
10
11
12
13
14
15
16
21 22
0.0
90
.05
80
-0.1
70
%
0.2
A
60
A
S
M
50
0.3
T.
A
C
40
-0.4
-0.5
30
0.6
20
0.7
-0.8
0.9
10
1.0
2.0
4000
3800
3600
3400
3200
3000
2800
2600
2400
2200
2000
1800
1600
1400
1200
1000
800
600
450
WAVENUMBERS
Spectrum E
MICRONS
NICOLET 20SX FT-IR
2.5
100
2.6
2.7
2.8 2.9
3
3.5
4
4.5
5.5
7
10
11
12
13
14
15
16 17 18 19
21 22
0.0
90
.05
80
0.1
70
%
-0.2
R
60
A
S
50
0.3
A
A
40
0.4
E
0.5
0.6
20
0.7
0.8
0.9
10
1.0
2.0
4000
3800
3600
3400
3200
3000
2800
2600
2400
2200
2000
1800
1600
1400
1200
1000
800
600
450
WAVENUMBERS
This work by Dr. James S. Nowick, Professor of Chemistry, University of California, Irvine, is licensed under a Creative Commons Attribution 4.0 International License.
Spectra are from Sigma-Aldrich (www.sigmaaldrich.com) under fair use.
ABSORBANCE
TRANSMITTANCE
INCE
10
30
Transcribed Image Text:Spectrum C MICRONS NICOLET 20SX FT-IR 3.5 16 17 18 19 2.5 100 2.6 2.7 2.8 2.9 3 4 4.5 5.5 6. 7 9. 10 11 12 13 14 15 21 22 0.0 90 .05 80 0.1 70 % -0.2 60 50 0.3 40 0.4 0.5 30 -0.6 20 0.7 0.8 0.9 1.0 2.0 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 800 600 450 WAVENUMBERS Spectrum D MICRONS NICOLET 20SX FT-IR 2.8 2.9 17 18 19 2.5 100 2.6 2.7 3 3.5 4 4.5 5.5 7 8 9 10 11 12 13 14 15 16 21 22 0.0 90 .05 80 -0.1 70 % 0.2 A 60 A S M 50 0.3 T. A C 40 -0.4 -0.5 30 0.6 20 0.7 -0.8 0.9 10 1.0 2.0 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 800 600 450 WAVENUMBERS Spectrum E MICRONS NICOLET 20SX FT-IR 2.5 100 2.6 2.7 2.8 2.9 3 3.5 4 4.5 5.5 7 10 11 12 13 14 15 16 17 18 19 21 22 0.0 90 .05 80 0.1 70 % -0.2 R 60 A S 50 0.3 A A 40 0.4 E 0.5 0.6 20 0.7 0.8 0.9 10 1.0 2.0 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 800 600 450 WAVENUMBERS This work by Dr. James S. Nowick, Professor of Chemistry, University of California, Irvine, is licensed under a Creative Commons Attribution 4.0 International License. Spectra are from Sigma-Aldrich (www.sigmaaldrich.com) under fair use. ABSORBANCE TRANSMITTANCE INCE 10 30
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