N
X
C
Hal
O
N
S
P Si
Natural
Products
Solvents
C
C
C
C C
C
217
5.9 Nitrogen Compounds
217
1 H Chemical Shifts and Coupling Constants of Amines and
Ammonium Salts (δ in ppm, J in Hz)
N
+
I
–
a
NH 2
H
H
H
H
H
d
c
b
e
N
+
Br
–
H
N
N
0.99
CH 3 NH 2
(CH 3 ) 2 NH
(CH 3 ) 3 N
(CH 3 ) 4 N
+
I
–
(CH 3 ) 4 N
+
AcO
–
NH 2
H
N
N
NH 2
NH 2
1.03
2.47
≈2.3
2.22
2 J gem -11.7
3.21 (in D 2 O)
3.46 (in CDCl 3 )
1.03
0.91
1.29 2.38
1.41
2.52
1.11
0.92
2.66
2.63
2.62
1.14–1.69
0.80
1.10
1.10
0.92 1.43 1.11
2.69
1.35
2.74
1.15
3.07
H
N
1.04
1.0
2.91
N
1.02
2.59
2.23
1.87
3.40
2.23
1.64
2.22
(neat)
1.59
0.20
0.32
1.55*
* assignment uncertain
1.64*
H
N
1.05
1.10
0.88
2.79
2.64
1.02
1.27
1.45
3.27
(in D 2 O)
3.40
1.68
NH 2
H
H
H
H
H
H
H
3 J ab 6.6
3 J ac 3.6
2 J bc -4.3
3 J bd 9.7
3 J be 6.2
3 J ce 9.9
* assignment uncertain
NH 2
H
H
H
H
H
1.37
3.31
1.55
1.82
1.72*
1.28*
H
NH 2
H
H
H
H
H
NH 2
H
H
H
H
H
H
1.03
0.96
0.96
2.55
1.89
1.30
1.03
1.76
0.84
1.54
0.86
3.15
1.65
1.27
1.53
1.30