N
X
C
O
N
S
Hal
Solvents
Natural
Products
P Si
C
C
C C
C
C
176
5 1 H NMR
1 H Chemical Shifts and Coupling Constants of Monosubstituted Ethylenes
(δ in ppm, J in Hz)
Substituent R
H a
H b
H c
J ab J ac
J bc Other
–H
5.28 5.28 5.28
11.6 19.1 2.5
–CH 3
5.73 4.88 4.97
10.0 16.8 2.1 CH 3 1.72
–CH 2 CH=CH 2
5.71 4.92 4.95
10.3 16.9 2.2 CH 2 2.72
–CH 2 –phenyl
5.89 5.00 5.01
10.0 17.0 1.9 CH 2 3.19
–cyclopropyl
5.32 4.84 5.04
10.4 17.1 1.8
–cyclohexyl
5.79 4.88 4.95
10.5 17.6 1.9
–CF 3
5.90 5.56 5.85
11.1 17.5 0.2
–CH=C=CH 2
6.31 4.99 5.19
10.1 17.2 1.6
–C– – – C–CH 3
5.62 5.24 5.39
11.1 17.0 2.3
–phenyl
6.72 5.20 5.72
11.1 17.9 1.0
–2-naphthyl
6.87 5.32 5.86
–2-nitrophenyl
7.19 5.45 5.68
10.7 17.4 1.1
–3-nitrophenyl
6.74 5.42 5.86
10.9 17.5 0.4
–4-nitrophenyl
6.77 5.48 5.90
10.9 17.4 0.8
–2-pyridyl
6.84 5.45 6.22
11.3 18.5 1.4
–4-pyridyl
6.61 5.42 5.91
10.8 17.6 0.7
–F
6.17 4.03 4.37
4.7 12.8 -3.2
–Cl
6.26 5.39 5.48
7.5 14.5 -1.4
–Br
6.44 5.97 5.84
7.1 14.9 -1.9
–I
6.53 6.23 6.57
7.8 15.9 -1.5
–OH
6.45 3.82 4.18
6.4 14.2 -1.0
–OCH 3
6.44 3.88 4.03
7.0 14.1 -2.0 CH 3 3.16
–OCH=CH 2
6.49 4.21 4.52
6.4 14.0 -1.8
–O–phenyl
6.64 4.40 4.74
6.1 13.7 -1.6
–OCHO
7.33 4.66 4.96
6.4 13.9 -1.7 CHO 8.07
–OCOCH 3
7.28 4.56 4.88
6.3 14.1 -1.6 CH 3 2.13
–OCOCH=CH 2
7.39 4.62 4.96
6.4 14.2 -1.6
–OCO–phenyl
7.52 4.67 5.04
6.3 13.8 -1.7
–OP(O)(O–ethyl) 2 6.58 4.59 4.91
6.0 13.8 -2.1
–NH 2
≈6.05 ≈3.99 ≈4.04
–N + (CH 3 ) 3 Br
–
6.50 5.54 5.76
8.2 15.1 -4.3
–NHCOCH 3
≈7.33 ≈4.68 ≈4.53
–NO 2
7.12 5.87 6.55
7.0 14.6 1.4
–C– – – N
5.69 6.11 6.24
11.8 17.9 0.9
–NC
5.90 5.35 5.58
8.6 15.6 -0.5
–NCO
6.12 4.77 5.01
7.6 15.2 -0.1
C
X
O
N
H
R
H
H
c
b
a
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