Exercise plus Solution Quick overview
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5.5 5.0 4.5 4.0 3.5 3.0 2.5
1
H
ppm
3.22
2.14
2.14
1.05
1.05
1.00
Inte-
gral
2.10
ppm
1259.05
1258.57
1258.13
2.262.29
ppm
2.48 ppm2.49
1498.51
1498.12
1497.74
1497.32
1491.11
1490.74
1490.32
1489.91
1483.70
1483.34
1482.97
1482.56
C
x
H
y
O measured in CDCl
3
1
H NMR spectrum
measured at 600.13 MHz
Deduce both configuration an
constitution! Measure and assign
as many coupling constants as
possible! Assign all protons
taking into account the
stereochemistry!
* Don‘t try to
analyze this
multiplett!
5.5 5.0 4.5 4.0 3.5 3.0 2.5
1
H
ppm
3.22
2.14
2.14
1.05
1.05
1.00
Inte-
gral
5.75 ppm
3473.97
3467.46
3463.75
3460.97
3457.14
3450.44
3446.61
3443.83
3440.11
3433.61
4.98 ppm 4.93 ppm
2964.28
2963.00
2962.52
2961.72
2961.22
2959.93
2954.07
2952.79
2952.30
2951.50
2951.00
2949.71
2999.20
2997.55
2995.84
2994.18
2982.07
2980.41
2978.71
2977.05
Hz
C
x
H
y
O measured in CDCl
3
27.64
29.79
42.58
115.09
136.90
207.92
200 190 180 170 160 150 140 130 120 110 90 80 70 60 50 40 30 ppm
13
C
C
x
H
y
O measured in CDCl
3
13
C{
1
H} NMR spectrum
measured at 150.92 MHz
5.5 5.0 4.5 4.0 3.5 3.0 2.5
1
H
ppm
3.22
2.14
2.14
1.05
1.05
1.00
Inte-
gral
4.98 ppm 4.93 ppm
2964.28
2963.00
2962.52
2961.72
2961.22
2959.93
2954.07
2952.79
2952.30
2951.50
2951.00
2949.71
2999.20
2997.55
2995.84
2994.18
2982.07
2980.41
2978.71
2977.05
Hz
C O
H
2
C
H
3
C
CH
2
C
C
H
H
H
0.46
17.13
10.22
1.78
1.29
1.62
7.39
6.50
Two further long-range
coupling constants of about
0.4 Hz; difficult to assign
(All coupling constants given as
absolute values in Hz)
Solution at a glance