Exercise plus Solution – Quick overview
It is recommended to use this version only for a quick overview of the NMR challenge. All animations of the PowerPoint
version are missing, under certain circumstances quality deficiencies may also occur.
The higher quality PowerPoint files are freely available for download at any time.
118120122124126128130132134136138140142144
ppm13
C
117.95
122.76
136.59
136.97
137.25
140.12
ppm
C
10
H
8
measured in CDCl
3
Deduce the structure!
13
C{
1
H} NMR spectrum
measured at 125.70{488.84} MHz
2.15
2.00
1.08
0.98
2.08
Inte-
gral
7.17.27.37.47.57.67.77.87.98.08.18.28.38.4 ppm1
H
3576.56
3586.40
3596.15
3702.67
3706.41
3786.59
3796.53
3806.38
3956.38
3960.13
3963.83
4175.41
4184.71
Hz
1
H NMR spectrum
measured at 488.84 MHz
7.27.47.67.88.08.28.4
ppm
1
H
120
125
130
135
140
13
C
136.2
136.4
136.6
137.0
137.2
137.4
137.6
137.8
138.0
13
C
7.67.77.87.98.08.28.38.4
1
H
ppm
1
H/
13
C HSQC
measured at 499.84/125.70 MHz
120
125
130
135
140
13
C
7.17.27.37.47.57.67.87.98.08.18.28.38.4
1
H
ppm
1
H/
13
C HMBC
measured at 499.84/125.7 MHz
7.27.47.67.88.08.28.4
1
H
ppm
7.2
7.4
7.6
7.8
8.0
8.2
8.4
1
H
1
H TOCSY
measured at 499.84 MHz
80ms mixing time
Usually one gets stuck with the solution
“naphthalene” quickly after seeing the molecular
formula C
10
H
8
.
The real challenge here is to break out of this
mental cage.