Exercise plus Solution – Quick overview
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4.85.05.25.45.65.86.06.26.46.66.87.07.27.4
ppm
1
H
1240.46
1242.00
1243.53
1245.72
1247.25
1248.79
1443.81
1445.25
1446.71
1448.17
1454.30
1455.74
1457.20
1458.65
Hz
1477.04
1478.67
1480.30
1481.94
1494.30
1495.94
1497.57
1499. 20
Hz
1.00
1.00
0.50
1.49
1.00
Inte-
gral
1642.85
1648.10
1653.35
1658.59
1660.11
1663.85
1665.36
1670.61
1675.85
1681.11
Hz
C
9
H
10
O measured in CDCl
3
Deduce constitution and configuration.
Extract all coupling constants of the colour labelled signals (except black).
Get the correct steoreochemistry of the protons with the red and the green multiplet.
1
H NMR spectrum
recorded at 270.14 MHz
68.50
11 4.60
117.31
120.69
129.30
133.28
158.50
707580859095100110115120125130135140145150155
ppm
13
C
13
C{
1
H} NMR spectrum
recorded at 75.48{300.14} MHz
DEPT measured at the same frequency
as the carbon spectrum below
(CH only)
(CH, CH
3
positive, CH
2
negative)
(CH, CH
2
, CH
3
positive)
C C
C
CC
C
C
O
H
H
HH
H
H H
C
H
C
H
H
10.49 Hz
17.26 Hz
5.26 Hz
1.40 Hz
1.67 Hz
1.55 Hz
Solution at a glance
As soon as you see the green footprints on the
problem icon, the step-by-step-solution is
available
