Exercise plus Solution – Quick overview
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1.01.52.02.53.03.54.04.55.05.56.06.57.0
ppm
1
H
Which alkylbromide was used in the etherisation of
Phenol?
Assign, with the help of the DEPT subspectra, as many of
the carbon peaks as possible.
How is the multiplet displayed in blue made up?
For the multiplet shown in red und the one at highest
field, shown in green, work out the theoretically expected
number of lines.
1
H NMR spectrum
measured at 300.13 MHz
1252.05
1258.11
1264.15
1270.20
1276.24
1282.28
4.25 4.20
27 4.43
28 1.90
28 9.34
36 7.78
37 3.87
1.2 1.1
1.0 0.9
1.7 1.6 1.5
1
H NMR spectrum
measured at 300.13 MHz
Enlarged sections of the overview spectrum
on the previous page.
Scale division: [ppm]
Peak label: [Hz]
160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm
13
C
9.63
19.10
29.11
74.63
115.77
120.27
129.29
158.17
ppm
13
C{
1
H} NMR spectrum
measured at 75.47{300.13} MHz
DEPT – CH only
DEPT – CH
2
only
DEPT – CH
3
only
C C
C
CC
C O
C
n
H
2n+1
HH
H
H H
Br C
n
H
2n+1
C C
C
CC
C O
H
HH
H
H H
Step-by-step-solution
+
2n+1 H
δ ≈ 1 … 4 ppm
5 H
δ ≈ 6 … 8 ppm
You might express one part of the task directly into
chemical reaction equation.
We expect signals in two
well-separated spectral
regions.