COSY and HETCOR spectra
of
Caryophyllene oxide
COSY spectrum of caryophyllene oxide
Expanded view of COSY spectrum of caryophyllene oxide
chemical shift (ppm)
|
indicated protons
|
correlations
|
4.99
|
olefinic
|
coupled to each other
|
4.81
|
olefinic
| |
2.86
|
methine
|
coupled to 2 resonances at 1.28 and 2.23 ppm
|
2.60
|
allylic methine
|
coupled to 3 resonances (methine 1.76 ppm and methylene 1.43, 1.47 ppm)
|
2.37, 2.11
|
methylene
|
coupled to 2 resonances at 2.23 and 1.28 ppm
|
2.23, 1.28
|
methylene
|
coupled to protons at 2.11, 2.37 and 2.86 ppm
|
2.06, 0.95
|
methylene
|
coupled to 2 resonances at 1.45 and 1.63 ppm
|
1.76
|
methine
|
coupled to proton at 1.45 ppm
|
1.63, 1.45
|
methylene
|
coupled to 2 resonances at 0.95 and 2.06 ppm
|
1.47, 1.43
|
methylene
|
coupled to allylic methine at 2.60 ppm
|
1.19
|
methyl
|
-
|
1.01
|
methyl
|
coupled to each other
|
0.98
|
methyl
|
HETCOR spectrum of caryophyllene oxide
13C chemical shift (ppm)
|
1H chemical shift (ppm)
|
indicated part of structure
|
153
|
-
|
quarternary C-8
|
113
|
4.81, 4.99
|
methylene C-12
|
63.6
|
2.86
|
methine C-5
|
59.7
|
-
|
quarternary C-4
|
50.9
|
1.76
|
methine C-1
|
48.7
|
2.60
|
methine C-9
|
39.8
|
1.43, 1.47
|
methylene C-10
|
39.2
|
0.95, 2.06
|
methylene C-3
|
34.0
|
-
|
quarternary C-11
|
30.1
|
1.28, 2.23
|
methylene C-6
|
30.0
|
not available
|
methyl C-13
|
29.9
|
2.11, 2.37
|
methylene C-7
|
27.2
|
1.45, 1.63
|
methylene C-2
|
22.6
|
not available
|
methyl C-14 or C-15
|
16.9
|
not available
|
methyl C-14 or C-15
|
