Exercise plus Solution – Quick overview
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1
H
0.70.80.91.01.11.31.41.51.61.71.81.92.02.12.22.32.4 ppm
1.50
1.00
Inte-
gral
238.31
245.71
253.04
578.49
585.82
593.21
600.60
Hz
210 200 190 180 170 160 150 140 130 120 100 90 80 70 60 50 40 30 20
ppm
13
C
7.7
35.3
212.0
ppm
C
5
H
10
O measured in CDCl
3
(Isomer I)
Deduce the structure of both structural related compounds.
1
H NMR spectrum
measured at 250.13 MHz
13
C{
1
H} NMR spectrum
measured at 62.90{250.13} MHz
1
H
0.70.80.91.01.11.31.41.51.61.71.81.92.02.12.22.32.4 ppm
1.51
0.99
1.51
1.00
Inte-
gral
195.54
202.98
210.35
356.04
363.28
370.56
378.05
385.44
392.87
506.26
569.17
576.41
583.75
Hz
210 200 190 180 170 160 150 140 130 120 100 90 80 70 60 50 40 30 20 ppm
13
C
13.4
17.1
29.6
45.4
208.8
ppm
C
5
H
10
O measured in CDCl
3
(Isomer II)
13
C{
1
H} NMR spectrum
measured at 62.90{250.13} MHz
13
C{
1
H} NMR spectrum
measured at 62.90{250.13} MHz
O
C
C
H
H H
H
H
C
C
C
H
HH
H
H
O
C
H
HH
H
H
C H
H
H
C
C
H
H
C
7.37 Hz
2.35 ppm
0.98 ppm
7.29 Hz
7.41 Hz
ΣJ = 36,81 Hz
(2*7.29 Hz + 3*7.41 Hz = 36.83 Hz)
2.30 ppm
2.02 ppm
1.50 ppm
0.81 ppm
Isomer I Isomer II
Solution at a glance
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