a) what bond is present in ketones but not alkanes? b) what is the wavenumber range of the signals that are present in the diagnostic region of all of the ketone IR spectra (but not the alkanes)? c) is the new band strong or weak compared with a C=C or a C≡C stretch?

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter47: Martius Yellow
Section: Chapter Questions
Problem 2Q
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a) what bond is present in ketones but not alkanes?

b) what is the wavenumber range of the signals that are present in the diagnostic region of all of the ketone IR spectra (but not the alkanes)?

c) is the new band strong or weak compared with a C=C or a C≡C stretch? 

IR Spectrum of 2-butanone
90
80
70
60
50
30-
20
10
0.
10
4000
3500
3000
2500
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1000
500
Wavenumbers (cm-1)
IR Spectrum of 3-nonanone
90
80
70
60
50
40
30
20
10-
0-
-10 -
4000
3500
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1500
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Wavenumbers (cm-1)
% Transmittance
Transmittance
40
3416 25
2982 05
2941.93
2931 08
2883 71
2861.89
1719 21
1715.71
1482 27 1418 89L
1368 02
1459 77
1413 83
1257 10
1372.64
1088.41
997.30
946 64
Transcribed Image Text:IR Spectrum of 2-butanone 90 80 70 60 50 30- 20 10 0. 10 4000 3500 3000 2500 2000 1500 1000 500 Wavenumbers (cm-1) IR Spectrum of 3-nonanone 90 80 70 60 50 40 30 20 10- 0- -10 - 4000 3500 3000 2500 2000 1500 1000 500 Wavenumbers (cm-1) % Transmittance Transmittance 40 3416 25 2982 05 2941.93 2931 08 2883 71 2861.89 1719 21 1715.71 1482 27 1418 89L 1368 02 1459 77 1413 83 1257 10 1372.64 1088.41 997.30 946 64
IR Spectrum of 4-methyl-2-pentanone
90 -
80
70
60
50
40
30
20-
10
0-
-10 -
-20
4000
3500
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Wavenumbers (cm-1)
IR Spectrum of cyclooctanone
95
90
85
80
75
70
65
60
55
50
45
35
30
25
20
15
10
-5
4000
3500
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Wavenumbers (cm-1)
% Transmittance
%Transmittance
5,
40
2939.95
2960.91
2869.34
2875.28
1718.83
1719 57
1471.21
1457.95
1368.69
1338.38
1172.47
1204.69
69 0
1091.53
Transcribed Image Text:IR Spectrum of 4-methyl-2-pentanone 90 - 80 70 60 50 40 30 20- 10 0- -10 - -20 4000 3500 3000 2500 2000 1500 1000 500 Wavenumbers (cm-1) IR Spectrum of cyclooctanone 95 90 85 80 75 70 65 60 55 50 45 35 30 25 20 15 10 -5 4000 3500 3000 2500 2000 1500 1000 500 Wavenumbers (cm-1) % Transmittance %Transmittance 5, 40 2939.95 2960.91 2869.34 2875.28 1718.83 1719 57 1471.21 1457.95 1368.69 1338.38 1172.47 1204.69 69 0 1091.53
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