259
6.1.2 Amines and Ammonium Salts
Aliphatic and Alicyclic Amines. 15 N Chemical Shifts and Coupling
Constants (δ in ppm relative to CH 3 NO 2 , J in Hz)
Shifts induced by protonation (δ amine hydrochloride - δ amine ) are given in parentheses.
CH 3 NH 2
(CH 3 ) 2 NH
(CH 3 ) 3 N
NH 4 Cl -339.5
1 J NH -73.3
-334.5
NH 2
NH 2
-377.3 (MeOH)
(+15.9)
2 J NH 1.0
-339.0 (neat)
-340.4 MeOH)
(+5.1)
-341.0 (MeOH)
(-5.3)
-349.7 (MeOH)
(-8.1)
-373.5 (neat)369.5 (MeOH)
(+2.9)
1 J NH -67.0
-363.1
(+13.7)
2 J NH : 0.8
-350.1 (DMSO)
-355.4 (MeOH)
(+8.7)
-337.7 (MeOH)
(+7.6)
-332.0 (MeOH)
(+9.2)
-308.9 (cyclohexane)
-359.3 (neat)
-359.6 (MeOH)
(+0.6)
-335.8 (neat)
-338.1 (MeOH)
(+3.9)
-320.6 (neat)
-324.3 (MeOH)
(+0.6)
-352.6
(neat)
-337.7
(neat)
-343.0
(neat)
-340.5 (MeOH)
(+7.0)
H
N
H
N
N
NH 2
NH 2
NH 2
NH 2
NH 2
NH 2
NH 2
NH 2
N
(CH 3 ) 4 N + Cl –
6.1 15 N NMR Spectroscopy