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Spectroscopy Problems
35
Copyright © 2017 Pearson Education, Inc.
59.
The mass spectrum for a compound with a molecular ion at
m
>
z
=
102 is shown below. The IR spectrum of
the compound has a broad, strong absorption at 3600 cm
-
1
and a medium absorption at 1360 cm
-
1
.
a.
Identify the compound. What fragments are responsible for the base peak at
m
>
z
=
45 and the
peak
at
m
>
z
=
84?
b.
Explain the peak at
m
>
z
=
84 and draw a structure for the compound formed as a result.
10
0
Relative Intensity
20
20
40
60
80
100
30
40
50
60
70
80
90 100
m
/
z
60.
Chapter 9
Three isomeric bromobutanes (
A
,
B
, and
C
) were each treated with sodium hydroxide. Identify the
bromobutane from the IR spectra of the product(s) it formed.
A
IR absorption bands at 2960–2850 cm
-
1
and 1670 cm
-
1
B
IR absorption bands at 2960–2850 cm
-
1
and 3350 cm
-
1
C
IR absorption bands at 2960–2850 cm
-
1
, 3350 cm
-
1
, and 1670 cm
-
1