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30405060708090100110120130140150
ppm
13
C
29.1
33.6
108.9
149.8
ppm
13
C{
1
H} NMR spectrum
recorded at 62.9{250.13} MHz
C
6
H
12
measured in CDCl
3
Deduce the structure and measure three homonuclear coupling constants.
Assign all carbon and proton (stereochemically correct) signals.
9.07
2.01
1.00
Inte-
gral
1.01.52.02.53.03.54.04.55.05.56.0
ppm
1
H
4.84.95.05.25.35.45.55.65.75.9 5.8 5.1
ppm
1201.83
1203. 32
1212. 46
1213. 95
1219. 41
1220. 88
1236. 87
1238. 34
1449. 90
1460. 52
1467. 36
1477. 98
Hz
1
H NMR spectrum
measured at 250.13 MHz
~
40
20
60
80
100
120
140
13
C
6.5 6.0 5.5 5.0 4.5 4.0 3.0 2.5 2.0 1.5 1.0
1
H
ppm
H,C-HSQC @ 250.13/62.9 MHz
Hints
(1) Always use the HSQC to
get the building blocks.
(2) It‘s a little bit tricky to
separate the
1
H signals
at 4.9 ppm. You might
try to use either the
integral or the roof
effectas a first
attempt.
1.01.52.02.53.03.54.04.55.05.56.0
ppm
1
H
4.84.95.05.25.35.45.55.65.75.9 5.8 5.1
ppm
C
C
H
3
C
CH
3
CH
3
C
H
H
H
10.62 Hz
17.46 Hz
|1.48 Hz|
Solution
30405060708090100110120130140150
ppm
13
C
29.1
33.6
108.9
149.8
ppm
C
C
H
3
C
CH
3
CH
3
C
H
H
H
There is no step by step solution available so far.
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Rainer Haeßner
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TU Munich
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