N
X
C
Hal
O
N
S
P Si
Natural
Products
Solvents
C
C
C
C C
C
4.11 Carbonyl Compounds
139
13 C Chemical Shifts of Halogenated Carboxylic Acids (δ in ppm)
13 C Chemical Shifts of Dicarboxylic Acids (δ in ppm)
13 C Chemical Shifts of Carboxylate Anions (δ in ppm)
Measured in water unless indicated otherwise.
COO
–
Na
+
COO – Na
+
COO –
COO –
130.4
COO H
HO OC
COOH
F 3 C
COOH
ClH 2 C
COOH
Cl 2 HC
COOH
Cl 3 C
115.0
40.7
28.9
40.9
24.4
20.8*
31.5
28.4*
11.1
10.6*
63.7
88.9
163.0
173.7
160.1
169.2
171.3
181.8
182.6
177.6*
185.1
181.3*
184.8
20.2
40.5
47.2
30.9
26.9
26.9
96.2
65.6
45.0
20.5
36.1
14.2
* in CDCl 3
(in DMSO)
(in DMSO)
* in CDCl 3 /DMSO
188.6
174.5
185.4
167.6
171.8
175.9
177.6
133.1
130.7
133.1
138.2
134.3
126.7
173.9
134.2
166.1
166.6
170.4
167.1
COOH
COOH
COOH
COOH
COOH
COOH
COOH
COOH
H COO –
COO –
H 3 C
COO –
COO –
COO –
Cl 3 C
COO –
Cl 2 HC
COO –
ClH 2 C
COO –