N
X
C
Hal
O
N
S
P Si
Natural
Products
Solvents
C
C
C
C C
C
169
5.1 Alkanes
169
1 H Chemical Shifts of Monosubstituted Alkanes (δ in ppm, contd.)
Substituent
2-Propyl
n-Butyl
tert-Butyl
–CH –CH 3 –CH 2 –CH 2 –CH 2 –CH 3 –CH 3
–H
1.33 0.91
0.91 1.31 1.31 0.91
0.89
–CH=CH 2
2.06 ≈1.5 ≈1.2 0.90
1.02
–C– – – C–
2.59 1.15
2.18 1.52 1.41 0.92
1.24
–phenyl
2.89 1.25
2.61 1.60 1.34 0.93
1.32
–F
4.84 1.34
4.34 1.65
0.95
1.34
–Cl
4.14 1.55
3.42 1.68 1.41 0.92
1.60
–Br
4.21 1.73
3.42 1.84 1.46 0.93
1.76
–I
4.24 1.89
3.20 1.80 1.42 0.93
1.95
–OH
4.02 1.21
3.64 1.56 1.39 0.94
1.26
–O–alkyl
3.55 1.08
3.40 1.54 1.38 0.92
1.24
–OCH=CH 2
4.06 1.23
3.68 1.61 1.39 0.94
–O–phenyl
4.51 1.31
3.94 1.76 1.47 0.97
–OCOCH 3
4.99 1.23
4.06 1.60 1.39 0.94
1.45
–OCO–phenyl 5.22 1.37
4.33 1.77 1.49 0.99
1.58
–OS(O) 2 –4-tolyl 4.70 1.25
4.03 1.62 1.36 0.88
–NH 2
3.07 1.03
2.69 1.43 1.35 0.92
1.15
–NHCOCH 3
4.01 1.13
3.21 1.49 1.35 0.92
1.28
–NO 2
4.44 1.53
4.47 2.07 1.50 1.07
1.59
–C– – – N
2.67 1.35
2.34 1.63 1.50 0.96
1.37
–NC
3.87 1.45
1.44
–SH
3.16 1.34
2.52 1.59 1.43 0.92
1.43
–S–alkyl
2.93 1.25
2.49 1.56 1.42 0.92
1.39
–SS–alkyl
2.69 1.64 1.42 0.93
1.32
–S(O) 2 CH 3
3.13 1.41
1.44
–CHO
2.39 1.13
2.42 1.59 1.35 0.93
1.08
–COCH 3
2.58 1.11
1.13
–CO–phenyl
3.58 1.22
2.95 1.72 1.41 0.96
–COOH
2.56 1.21
2.35 1.62 1.39 0.93
1.23
–COOCH 3
2.56 1.17
2.31 1.61 1.33 0.92
1.20
–CONH 2
2.44 1.18
2.22 1.60 1.37 0.93
1.22
–COCl
2.97 1.31
2.88 1.67 1.40 0.93
C
X
O
N
S
O
||
C
X
C
Hal
O
N
S
P Si
Natural
Products
Solvents
C
C
C
C C
C
169
5.1 Alkanes
169
1 H Chemical Shifts of Monosubstituted Alkanes (δ in ppm, contd.)
Substituent
2-Propyl
n-Butyl
tert-Butyl
–CH –CH 3 –CH 2 –CH 2 –CH 2 –CH 3 –CH 3
–H
1.33 0.91
0.91 1.31 1.31 0.91
0.89
–CH=CH 2
2.06 ≈1.5 ≈1.2 0.90
1.02
–C– – – C–
2.59 1.15
2.18 1.52 1.41 0.92
1.24
–phenyl
2.89 1.25
2.61 1.60 1.34 0.93
1.32
–F
4.84 1.34
4.34 1.65
0.95
1.34
–Cl
4.14 1.55
3.42 1.68 1.41 0.92
1.60
–Br
4.21 1.73
3.42 1.84 1.46 0.93
1.76
–I
4.24 1.89
3.20 1.80 1.42 0.93
1.95
–OH
4.02 1.21
3.64 1.56 1.39 0.94
1.26
–O–alkyl
3.55 1.08
3.40 1.54 1.38 0.92
1.24
–OCH=CH 2
4.06 1.23
3.68 1.61 1.39 0.94
–O–phenyl
4.51 1.31
3.94 1.76 1.47 0.97
–OCOCH 3
4.99 1.23
4.06 1.60 1.39 0.94
1.45
–OCO–phenyl 5.22 1.37
4.33 1.77 1.49 0.99
1.58
–OS(O) 2 –4-tolyl 4.70 1.25
4.03 1.62 1.36 0.88
–NH 2
3.07 1.03
2.69 1.43 1.35 0.92
1.15
–NHCOCH 3
4.01 1.13
3.21 1.49 1.35 0.92
1.28
–NO 2
4.44 1.53
4.47 2.07 1.50 1.07
1.59
–C– – – N
2.67 1.35
2.34 1.63 1.50 0.96
1.37
–NC
3.87 1.45
1.44
–SH
3.16 1.34
2.52 1.59 1.43 0.92
1.43
–S–alkyl
2.93 1.25
2.49 1.56 1.42 0.92
1.39
–SS–alkyl
2.69 1.64 1.42 0.93
1.32
–S(O) 2 CH 3
3.13 1.41
1.44
–CHO
2.39 1.13
2.42 1.59 1.35 0.93
1.08
–COCH 3
2.58 1.11
1.13
–CO–phenyl
3.58 1.22
2.95 1.72 1.41 0.96
–COOH
2.56 1.21
2.35 1.62 1.39 0.93
1.23
–COOCH 3
2.56 1.17
2.31 1.61 1.33 0.92
1.20
–CONH 2
2.44 1.18
2.22 1.60 1.37 0.93
1.22
–COCl
2.97 1.31
2.88 1.67 1.40 0.93
C
X
O
N
S
O
||
C