N
X
C
Hal
O
N
S
P Si
Natural
Products
Solvents
C
C
C
C C
C
187
5.5 Aromatic Hydrocarbons
187
5.5 Aromatic Hydrocarbons
1 H Chemical Shifts and Coupling Constants (δ in ppm, J in Hz)
7.34
7.84
8.01
8.00
8.90
7.39
8.67
7.48
7.47
8.43
In derivatives:
3 J ortho 6.5–8.5
4 J meta 1.0–3.0
5 J para 0.0–1.0
In derivatives:
In derivatives:
a
a
b
b
c
c
f
g
h
d
d
e
e
3 J ab 8–9
4 J ac 1–2
5 J ad ≈1
3 J bc 5–7
5 J ae ≈0.9
6 J af ≈-0.1
5 J ag ≈0.2
4 J ah ≈-0.5
7 J bf ≈0.3
6 J bg ≈0.1
3 J ab 8.5–9.5
4 J ac
0.8–1.5
5 J ad 0.6–0.9
5 J ae
≈0.8
3 J bc 6.5–8.0
4 J de
≈0.4
8.84
7.68
7.65
7.85
7.62
7.80
8.37
8.05
7.54
7.56
8.13 9.17
7.67
8.70
7.61
7.90
7.75
In derivatives:
3 J ef ≈9
b
a
c
e
d
f
3 J ab 8.4
4 J ac 1.2
5 J ad 0.7
3 J bc 7.2
4 J bd 1.3
3 J cd 8.1
4 J ab -0.7
5 J ac 0.3
6 J ad -0.6
5 J ab ≈0.8
8.08 8.19
8.01
7.66
7.47
8.20
O
CH 3
Weak long-range couplings
between aromatic protons and
aliphatic substituents are usually
not resolved but lead to a characteristic broadening of the corresponding lines.
a
b
CH 3 a
b
c
d