Spektren zum Seminar Organische Analytik und Spektroskopie
1. Ethanol in CDCl 3
2. p-Toluolsulfonsäureethylester 3. p-Nitro-N,N-dimethylanilin 4. Ethanol in DMSO-d 6
5. Butylstearat
6. Sebacinsäurediethylester 7. „weiße Kristalle“ 2x
8. 5-Hexin-1-ol 9. Allyliodid
10. Allylalkohol in DMSO-d 6 (2x) 11. 1-Buten-4-ol
12. Propargylalkohol in DMSO-d 6 13. 2-Bromthiophen
14. 2,4-Dimethoxybenzaldehyd 15. Phthalid
16. Tropolon
17. Dimethylpyrazol 18. Benzotriazol
19. Dimedoncarbonester (3x) 20. beta-Citronellol
21. Glycidylcarbazol 22. Diisooctylphthalat
23. 2,2´-Bis(hydroxymethyl)biphenyl 24. Ditriazolophenanthrolin (2x)
25. Campher 26. Borneol
27. Transferhydrierung von Zimtaldehyd 28. (Brom)thiophen(carbaldehyd)
29. Menthylxanthogenat
30. Stevens-Umlagerung? (2x) 31. Diethylphosphit
32. o-Fluorbrombenzol 33. Polybutadien
34. Laborprobleme
35: N-Propionyl-4-isopropyl-oxazolidinon (3x)
36 Verbenon (3x)
ppm (t1)
1.0 2.0
3.0 4.0
5.0 6.0
7.0
0 500
1.00 0.55 1.52
ppm (t1)
3.650 3.700
-100 0 100 200 300 400 500
ppm (t1)
1.20 1.30
1.40 1.50
0 500
Ethanol in CDCl3
1
ppm (t1)
1.0 2.0
3.0 4.0
5.0 6.0
7.0
0 500 1000
1.00 1.02 1.03 1.55 1.58
p-Toluolsulfonsäureethylester
ppm (t1)
7.30 7.40
7.50 7.60
7.70
0 50 100 150 200 250 300 350
ppm (t1) 4.050 4.100
-100 -50 0 50 100 150 200 250
1.03
2
ppm (f1)
3.0 4.0
5.0 6.0
7.0 8.0
0 500 1000 1500 2000 2500
1.00 1.04 3.12
ppm (f1)
6.50 7.00
7.50 8.00
0 50 100 150 200 250 300 350
p-Nitro-N,N-dimethylanilin
3
ppm (t1)
0.50 1.00
1.50 2.00
2.50 3.00
3.50 4.00
0 500
1.00 3.84 3.11
Ethanol in DMSO
ppm (t1)
3.300 3.350
3.400 3.450
0 50 100 150 200 250 300 350
4
ppm (t1)
1.0 2.0
3.0 4.0
5.0 6.0
7.0
0 500
1.00 0.98 2.16 16.47 3.25
Butylstearat
ppm (t1)
1.00 1.50
0 50 100
5
ppm (t1)
1.0 2.0
3.0 4.0
5.0 6.0
7.0
0 100 200 300 400 500 600
1.00 1.01 1.05 3.64
Sebacinsäurediethylester
ppm (t1)
1.20 1.30
1.40 1.50
1.60
0 100 200 300 400 500
6
„weiße Kristalle aus Swern-Oxidation“
5
5. NMR
ppm (f1)
2.0 3.0
4.0 5.0
6.0 7.0
-50 0 50 100 150 200 250 300 350
1.00 1.05 0.50 0.70 2.24
ppm (f1)
3.550 3.600 3.650 3.700 3.750
50 100 150 200 250 300 ppm (f1)
1.60 1.70
1.80 1.90
2.00 2.10
2.20
0 50 100 150 200
5-Hexin-1-ol
8
Allyliodid
ppm (f1)
4.00 4.50
5.00 5.50
6.00 6.50
7.00 7.50
-100 0 100 200 300 400 500 600 700
1.00 1.04 0.95 2.00
ppm (f1)
6.000 6.050 6.100
0 50 100 150 200
ppm (f1)
4.90 5.00
5.10 5.20
5.30
0 50 100 150 200 250 300 350
9
ppm (f1)
2.50 3.00
3.50 4.00
4.50 5.00
5.50 6.00
-50 0 50 100 150 200 250 300
1.00 1.01 0.96 0.93 1.93
Allylalkohol in DMSO 10
Allylalkohol in DMSO
ppm (f1)
4.00 4.50
5.00 5.50
0 50 100 150 200 250 300 350
ppm (f1)
5.800 5.850
5.900 5.950
50
ppm (f1)
4.70 4.80
4.90 5.00
5.10 5.20
50 100 150 200 250
ppm (f1)
3.900 3.950
0 50 100 150 200
10 b
ppm (f1)
2.0 3.0
4.0 5.0
6.0
-100 0 100 200 300 400 500 600 700
0.93 1.84 1.80 0.99 1.87
ppm (f1)
5.00 5.10 5.20 5.30 5.40 5.50 5.60 5.70 5.80
0 50 100 150
ppm (f1)
2.50 3.00
3.50
0 100 200 300 400 500 600
1-Buten-4-ol 11
ppm (f1)
2.50 3.00
3.50 4.00
4.50 5.00
0 100 200 300 400 500 600
1.00 1.95 0.92
ppm (f1)
3.50 4.00
100 200
Propargylalkohol in DMSO
30012
ppm (f1)
1.0 2.0
3.0 4.0
5.0 6.0
7.0 8.0
0 100 200 300 400
1.00
0.97
1.03
ppm (f1)
6.80 6.90
7.00 7.10
7.20
100 200 300 400
2-Bromthiophen 13
2,4-Dimethoxybenzaldehyd, CDCl3
ppm (f1)
4.0 5.0
6.0 7.0
8.0 9.0
10.0
0 500 1000 1500
1.00
0.95 1.10 1.01 6.19
ppm (f1)
6.50 7.00
7.50
0 50 100 150 200 250
14
ppm (f1)
5.0 6.0
7.0 8.0
0 500 1000
1.00 1.05 2.04 1.89
ppm (f1)
7.20 7.30
7.40 7.50
7.60 7.70
7.80 7.90
50 100 150 200 250
Phthalid
15
ppm (f1)
5.0 10.0
-100 0 100 200 300 400 500 600 700
1.002.03
2.09
0.49 -0.01
ppm (f1)
7.00 7.10
7.20 7.30
7.40
0 100 200 300
Tropolon in DMSO
40016
ppm (t1)
2.0 3.0
4.0 5.0
6.0 7.0
8.0 9.0
10.0 11.0
0 500 1000 1500 2000 2500
1.00
1.05 6.02
3,5-Dimethylpyrazol
17
ppm (f1)
7.0 8.0
9.0 10.0
11.0 12.0
13.0
0 50 100 150 200 250 300
1.00 0.99
0.50
ppm (f1)
7.30 7.40
7.50 7.60
7.70 7.80
7.90 8.00
0 50 100 150 200 250
Benzotriazol
18
ppm (f1)
1.0 2.0
3.0 4.0
5.0 6.0
7.0
0 500 1000
1.00
0.99 3.56
3.531.39
3.793.45
5.2810.914.24
3.47 11.26
20.13
Dimedon-4-carbonsäuremethylester in CDCl
319 a
Dimedon-4-carbonsäuremethylester in CDCl
3ppm (f1)
2.50 3.00
3.50
0 50 100 150 200 250 300
ppm (f1)
5.30 5.40 5.50 5.60 5.70
0 10 20 30 40 50 60
ppm (f1)
0.950 1.000 1.050 1.100 1.150
0 100 200 300 400 500 600 700 800
ppm (f1)
3.300 3.350
3.400
0 50 100
19 b
ppm (f1)
5.0 10.0
0 100 200 300 400 500 600
1.00 3.71 1.03 1.81 7.03
0.81
Dimedon-4-carbonsäuremethylester ? in DMSO-D
619 c
20. beta-Citronellol
ppm (t1)
3.0 4.0
5.0 6.0
7.0 8.0
0 100 200 300 400 500 600
1.00 2.08 1.34 0.49 0.51 0.48 0.50 0.53
N-Glycidylcarbazol
ppm (t1)
3.00 3.50
4.00 4.50
0 50 100 150
21
ppm (t1)
1.0 2.0
3.0 4.0
5.0 6.0
7.0
1.00 8.24 6.00
2.00
0.98
1.03
Diisooctylphthalat
ppm (t1)
7.500 7.550
7.600 7.650
7.700
ppm (t1)
4.150 4.200
4.250
ppm (t1)
1.650 1.700
22
ppm (f1)
3.0 4.0
5.0 6.0
7.0 8.0
0 50 100 150 200 250 300
1.00 0.98 1.09 1.05 2.24
ppm (f1)
7.00 7.10
7.20 7.30
7.40 7.50
0 50 100
ppm (f1)
4.100 4.150
4.200
50 100 150
2,2´-Bis(hydroxymethyl)biphenyl, DMSO-d6
23
ppm (t1)
2.0 3.0
4.0 5.0
6.0 7.0
8.0 9.0
0
100000000 200000000 300000000 400000000 500000000 600000000 700000000
1.00 2.02 1.96
1.80 2.04 2.28 3.50
6.73
N N
N
N N
N
O
O
CDCl3, 25°C
24a
ppm (t1)
2.0 3.0
4.0 5.0
6.0 7.0
8.0 9.0
0
500000000 1000000000
1.00 1.78 1.90 1.83 2.22 2.99
ppm (t1)
5.150 5.200
5.250 5.300
0
50000000
CDCl3, 70°C
24b
ppm (t1)
1.0 2.0
3.0 4.0
5.0 6.0
7.0
0 500
1.00 0.99 1.01 1.06 1.18 2.12 9.81
Campher
ppm (t1)
1.50 2.00
0 50 100
1.00 0.99 1.01 1.06 1.18 2.12
25
ppm (t1)
1.0 2.0
3.0 4.0
5.0 6.0
7.0
0 100 200 300 400 500 600
1.00 0.98 1.01 1.32 1.15 1.12 2.20 1.72 10.33
Borneol
ppm (t1)
1.00 1.50
2.00
0 50 100
ppm (t1)
3.900 3.950 4.000
-10 0 10 20 30 40
1.00
ppm (t1) 0.800
-100 0 100 200 300 400
10.33
26
2 .0 0
2 .0 1
0 .9 5
2 .9 7 1 .9 7 2 .0 3 2 .0 4 2 .0 5 2 .0 6
2 .7 5 2 .7 8 2 .8 0
4 .8 1 4 .8 2 4 .8 4 7 .1 8 7 .2 0 7 .2 0 7 .2 0 7 .2 1 7 .2 2 7 .2 3 7 .2 3 7 .2 6 C h lo ro fo rm -d 7 .2 7 7 .2 7 7 .2 8 7 .2 9 7 .3 0 7 .3 0 7 .3 0 7 .3 1 7 .3 2
Transferhydrierung von Zimtaldehyd
27
ppm (f1)
7.00 7.50
8.00 8.50
9.00 9.50
10.00
-100 0 100 200 300 400 500 600 700
1.00 2.09 1.53 0.46 0.46
ppm (f1)
7.00 7.50
0 100 200 300 400 500
Thiophen-2-
carbaldehyd und unumgesetztes 2- Bromthiophen
28
ppm (f1)
1.0 2.0
3.0 4.0
5.0 6.0
7.0
0 500
1.00 3.05 0.99 1.04 4.45 2.69 7.38 3.49
ppm (f1)
1.00 1.50
2.00
0 100 200 300
ppm (f1)
5.450 5.500 5.550
0 10 20 30 40 50
Menthylxanthogenat +
29
30
30b
ppm (t1)
1.0 2.0
3.0 4.0
5.0 6.0
7.0 8.0
-100 0 100 200 300 400 500 600 700 800
1.00 0.99 8.59 13.04
Phosphorigsäurediethylester
ppm (t1)
4.000 4.050
4.100 4.150
50 100 150 200 250
ppm (t1)
1.250 1.300
100 200 300 400 500 600 700 800
31
ppm (t1)
7.00 7.10
7.20 7.30
7.40 7.50
7.60
0 50 100 150 200
1.00 1.03 0.99 1.03
ortho-Fluorbrombenzol
32
ppm (t1)
70 80
90 100
110 120
130 140
150 160
0 50000 100000 150000 200000 250000
160.735 157.470 133.598 133.567 129.030 128.925 125.329 125.270 116.674 116.389 109.185 108.913 77.513 77.090 76.670
o-Fluorbrombenzol C-NMR
ppm (t1)
109.0 110.0 111.0 112.0 113.0 114.0 115.0 116.0 117.0
10000 20000 30000 40000 50000 60000 70000 80000
116.674 116.389 109.185 108.913
32
ppm (t1)
1.0 2.0
3.0 4.0
5.0 6.0
7.0
0 50 100 150 200 250 300
1.00 10.44 1.60 22.09 2.12
Polybutadien, 20% 1,2-Addition
33
ppm (t1)
0.0 1.0
2.0 3.0
4.0 5.0
6.0 7.0
0 50 100 150 200
Parafilmextrakt
34
ppm (t1)
0.0 1.0
2.0 3.0
4.0 5.0
6.0 7.0
8.0
0 50 100 150 200 250 300
1.00
0.48
0.18
1.43
0.58 0.38 0.52 0.63 1.04 0.09 2.09 0.06
