N
X
C
O
N
S
Hal
Solvents
Natural
Products
P Si
C
C
C C
C
C
206
5 1 H NMR
5.7 Halogen Compounds
5.7.1 Fluoro Compounds
19 F (natural abundance 100%) has a spin quantum number I of 1/2. The signals of
1 H atoms are split by coupling to 19 F up to a distance of about four bonds.
1 H Chemical Shifts and Coupling Constants (δ in ppm, |J| in Hz)
CH 3 F
CH 2 F 2
CHF 3
4.27
1.24
1.34
1.45
H
H
H
H
H
H
H
F
1.42
1.12
4.49
2.15
1.28
1.86
1.65
F
H
H
H
H
H
H
H
1.43
1.28
4.94
2.03
1.63
1.75
1.58
1.56
4.30
0.97
1.68
5.94
4.37
4.03
6.17
4.36
5.45
6.25
2 J HF 46.4
3 J HF 15.3
2 J aF 46.4
3 J bF 25.2
3 J ab 6.9
2 J aF 57.3
3 J bF 20.9
3 J ab 4.5
2 J aF 87.4
3 J bF 20.1
3 J cF 52.4
3 J ab 12.8
3 J ac 4.7
2 J bc -3.2
2 J aF 64.9
3 J bF 9.9
3 J cF 21.0
3 J ab 5.9
3 J ac 2.4
2 J bc -6.7
3 J bd 10.8
3 J be 7.7
3 J ce 12.0
2 J HF 50.2
2 J HF 79.2
F
F
F
F
F
H
H
F
H
F
H
a
a
a
b
b
b
c
4.32
0.69
0.27
a
F
H
H
H
H
H
d
c
b
e
(in benzene/CFCl 3 )
F
7.03
7.31
7.13
3 J aF 8.9
4 J bF 5.7
5 J cF 0.2
3 J ab 8.4
4 J ac 1.1
5 J ad 0.4
4 J ae 2.7
3 J bc 7.5
4 J bd 1.8
a
b
c
d
e
CF 3
7.53
7.27
7.34
4 J aF -0.8
5 J bF 0.8
6 J cF -0.7
3 J ab 7.9
4 J ac 1.2
5 J ad 0.6
4 J ae 2.0
3 J bc 7.6
4 J bd 1.3
a
b
c
d
e