N
X
C
O
N
S
Hal
Solvents
Natural
Products
P Si
C
C
C C
C
C
82
4 13 C NMR
82
4 13 C NMR
Estimation of 13 C Chemical Shifts of Aliphatic Compounds (δ in ppm)
δ = -2.3 + ∑ Z i + ∑ S j + ∑ K k
i
j
k
Substituent
Increment, Z i , for substituents in position
α
β
γ
δ
–H
0.0
0.0
0.0
0.0
–C*
9.1
9.4
-2.5
0.3
–C*=C
19.5
6.9
-2.1
0.4
–C– – – C–
4.4
5.6
-3.4
-0.6
–phenyl
22.1
9.3
-2.6
0.3
–F
70.1
7.8
-6.8
0.0
–Cl
31.0
10.0
-5.1
-0.5
–Br
18.9
11.0
-3.8
-0.7
–I
–7.2
10.9
-1.5
-0.9
–O– *
49.0
10.1
-6.2
0.3
–OCO–
56.5
6.5
-6.0
0.0
–ONO
54.3
6.1
-6.5
-0.5
–N*
28.3
11.3
-5.1
0.0
–N +, *
30.7
5.4
-7.2
-1.4
–NH 3
+
26.0
7.5
-4.6
0.0
–NO 2
61.6
3.1
-4.6
-1.0
–C– – – N
3.1
2.4
-3.3
-0.5
–NC
31.5
7.6
-3.0
0.0
–S*–
10.6
11.4
-3.6
-0.4
–SCO–
17.0
6.5
-3.1
0.0
–S*(O)–
31.1
7.0
-3.5
0.5
–S*(O) 2 –
30.3
7.0
-3.7
0.3
–S(O) 2 Cl
54.5
3.4
-3.0
0.0
–SCN
23.0
9.7
-3.0
0.0
–CHO
29.9
-0.6
-2.7
0.0
–CO–
22.5
3.0
-3.0
0.0
–COOH
20.1
2.0
-2.8
0.0
–COO –
24.5
3.5
-2.5
0.0
–COO–
22.6
2.0
-2.8
0.0
–CO–N
22.0
2.6
-3.2
-0.4
–COCl
33.1
2.3
-3.6
0.0
–C=NOH syn
11.7
0.6
-1.8
0.0
–C=NOH anti
16.1
4.3
-1.5
0.0
–CS–N
33.1
7.7
-2.5
0.6
–Sn
-5.2
4.0
-0.3
0.0
C
X
O
N
S
O
||
C