N
X
C
O
N
S
Hal
Solvents
Natural
Products
P Si
C
C
C C
C
C
134
4 13 C NMR
4.10.7 Sulfur-Containing Carbonyl Derivatives
13 C Chemical Shifts (δ in ppm)
The 13 C chemical shifts of thiocarbonyl groups are higher by about 30 ppm than
those of the corresponding carbonyl groups:
δ C=S ≈ 1.5 × δ C=O -57.5
Carbonyl groups of thiocarboxylic acids and their esters are deshielded by about 20
ppm with respect to the corresponding oxygen compounds.
N
N
S
H 3 C
CH 3
CH 3 CH 3
S
S
S
H 3 C
CH 3
N
H 3 C
S
CH 3
CH 3
NH 2
H 3 C
S
S
H 3 C
S
CH 3
SH
H 3 C
S
S
H 3 C
O
SH
H 3 C
O
CH 3
H 3 C
S
S
N
S
S
–
N
S
Na
+
NH 2
S
S
41.8
42.1
12.3
12.3 (in D 2 O)
20.2
49.6
45.2
43.2
43.2
49.6
41.3
40.7 118.2
132.8
196.5
206.7
226.2
183.8
194.0
44.3
42.3
39.2
33.3
32.7
20.6
32.6
30.1
32.1
28.4
13.6
22.2
33.0
53.7
252.7
232.8
234.1
205.6
199.4
194.5
194.1
278.4
202.1
140.1
128.1
128.8
132.1
NH 2
H 2 N
S