Exercise plus Solution – Quick overview
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1.52.02.53.03.54.04.5
ppm
1
H
6.27
6.30
1.00
Inte-
gral
2184.58
2177.54
2175.02
2170.50
2167.97
2163.46
2160.91
2153.86
2137.34
2132.01
2124.38
2117.33
2114.81
2110.30
2107.76
2103.27
2100.73
2093.69
Hz
1.01
1.00
1.00
Integral
678.4 4
671.3 8
664.3 3
Hz
2768.77
2763.45
2758.13
Hz
1
H NMR spectrum
measured at 600.40 MHz
C
6
H
13
ClO
2
Deduce the structure and measure all homonuclear
coupling constants.
Assign all proton and carbon signals.
Identify the spin systems.
Which solvent was used?
1520253035404550506065707580859095100
ppm
13
C
15.09
43.95
61.80
100.83
13
C{
1
H} NMR spectrum
measured at 150.98{600.40} MHz
1.5
2.0
2.5
3.0
3.5
4.0
4.5
1
H
1.52.02.53.03.54.04.5 ppm
1
H
1
H/
1
H COSY (overview)
measured at 600.40 MHz
3.5
3.6
3.7
3.8
3.9
4.0
4.2
4.3
4.4
4.5
4.6
1
H
3.63.84.04.24.44.6
ppm
1
H
1.21.62.02.42.83.23.6
ppm
1
H
1.2
1.4
1.6
1.8
2.0
2.2
2.6
2.8
3.0
3.2
3.4
3.6
1
H
1
H/
1
H COSY (low-field part)
measured at 600.40 MHz
1
H/
1
H COSY (high-field part)
measured at 600.40 MHz
4.5 4.0 3.5 3.0 2.5 2.0 1.5 ppm
1
H
20
30
40
50
60
70
80
90
100
13
C
1
H/
13
C HSQC
measured at 600.40/150.98 MHz
The
13
C spectrum on the next two pages is not
necessary to solve the problem.
You can optionally try to understand the coupling
patterns.
Same colours mean same parts of the spectrum.
Due to space restrictions, some areas within the
enlarged multiplets containing noise only were
removed.
15202530354045506065707580859095100 ppm
13
C
2469.79
2468.47
2467.07
2465.72
2464.36
2343.80
2342.47
2341.07
2339.71
2338.36
2217.80
2216.48
2215.07
2213.70
2212.35
2091.81
2090.48
2089.08
2087.70
2086.35
Hz
~
~
~
~
~
~
15311.48
15308.22
15305.05
15301.92
15298.70
15150.81
15147.66
15144.50
15141.34
15138.18
15134.89
Hz
~
~
13
C NMR spectrum
measured at 150.98 MHz
15202530354045506065707580859095100 ppm
13
C
9480.97
9476.39
9471.81
9467.23
9462.65
9338.80
9334.22
9329.63
9325.07
9320.50
9196.66
9192.07
9187.49
9182.91
9178.33
Hz
6787.56
6635.99
6484.35
Hz
~
~
~
~
13
C NMR spectrum
measured at 150.98 MHz
ClH
2
C CH
O C
H
H
O
C
H
H
CH
3
H
3
C
3.61
ppm
3.51
ppm
3.56
ppm
4.60
ppm
5.32 Hz
9.57 Hz
7.05 Hz
7.04 Hz
15.09
ppm
100.83
ppm
43.95
ppm
61.80
ppm
Solution at a glance
There is no step by step solution available so far.
