IR PROBLEMS 3

The infra-red spectra of the following eight compounds are shown. Draw the structure of each compound below in the box
and then work out which spectrum is which. Write the number of the spectrum in the box.

hex-2-ene pentane methylpropan-1-ol 2-methylpentan

methylpentan-3-one

butanal butanoic acid propyl ethanoate Nitrobenzene

O
NO2
CH3 C O CH2 CH2 CH3

95 95

90 90

85 85

80 1 80
5
75 75

70 70

65 65

60 60

%T
%T

55 55

50 50

45 45

40 40

35 35

30 30

25 25

20 20

15 15
10 10

4000 3500 3000 2500 2000 1500 1000 500 4000 3500 3000 2500 2000 1500 1000 500
Wavenumbers (cm-1) Wavenumbers (cm-1)

95 95

90 90

85

80
2 85

80 6
75 75

70 70

65 65

60 60
%T
%T

55 55

50 50

45 45

40 40

35 35

30 30

25 25

20 20

15 15
10 10

4000 3500 3000 2500 2000 1500 1000 500 4000 3500 3000 2500 2000 1500 1000 500
Wavenumbers (cm-1) Wavenumbers (cm-1)

95 95
90 90
85 85
80 3 80
7
75 75
70 70

65 65
60 60
%T

%T

55 55
50 50
45 45

40 40
35 35

30 30

25 25

20 20

15 15
10 10
4000 3500 3000 2500 2000 1500 1000 500 4000 3500 3000 2500 2000 1500 1000 500
Wavenumbers (cm-1) Wavenumbers (cm-1)

95 95

90 90

85
4
85
8
80 80

75 75

70 70

65 65

60 60
%T

%T

55 55

50 50

45 45

40 40

35 35

30 30

25 25

20 20

15 15
10 10
4000 3500 3000 2500 2000 1500 1000 500 4000 3500 3000 2500 2000 1500 1000 500
Wavenumbers (cm-1) Wavenumbers (cm-1)

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