N
X
C
O
N
S
Hal
Solvents
Natural
Products
P Si
C
C
C C
C
C
78
4 13 C NMR
78
4 13 C NMR
13 C Chemical Shifts of Monosubstituted Alkanes (δ in ppm)
Substituent
Methyl
Ethyl
1-Propyl
–CH 3
–CH 2 –CH 3
–CH 2 –CH 2 –CH 3
–H
-2.3
7.3
7.3
15.4
15.9
15.4
–CH=CH 2
18.7
27.4
13.4
36.2
22.4
13.6
–C– – – CH
3.7
12.3
13.8
20.6
22.2
13.4
–phenyl
21.4
29.1
15.8
38.3
24.8
13.8
–F
71.6
80.1
15.8
85.2
23.6
9.2
–Cl
25.6
39.9
18.9
46.8
26.3
11.6
–Br
9.6
27.6
19.4
35.6
26.4
13.0
–I
-24.0
-1.6
20.6
9.1
27.0
15.3
–OH
50.2
57.8
18.2
64.2
25.9
10.3
–OCH 3
60.9
67.7
14.7
74.5
23.2
10.5
–OCH 2 CH 3
57.6
66.0
15.4
72.5
23.2
10.7
–OCH(CH 3 ) 2
54.9
–OC(CH 3 ) 3
49.4
56.8
16.4
–O–phenyl
54.8
63.2
14.9
69.4
22.8
10.6
–OCOCH 3
51.5
60.4
14.4
66.2
22.4
10.5
–OCO–phenyl
51.8
60.8
14.4
66.4
22.2
10.5
–OS(O) 2 –4-tolyl
56.3
66.9
14.7
72.2
22.3
10.0
–NH 2
28.3
36.9
19.0
44.6
27.4
11.5
–NHCH 3
38.2
45.9
14.3
54.0
23.2
12.5
–N(CH 3 ) 2
47.6
53.6
12.8
61.8
20.6
11.9
–NHCOCH 3
26.1
34.4
14.6
40.7
22.5
11.1
–NO 2
61.2
70.8
12.3
77.4
21.2
10.8
–C– – – N
1.7
10.8
10.6
19.3
19.0
13.3
–NC
26.8
36.4
15.3
43.4
22.9
11.0
–SH
6.5
19.1
19.7
26.4
27.6
12.6
–SCH 3
19.3
28.0
14.4
–SSCH 3
22.0
31.8
14.7
–S(O)CH 3
40.1
–S(O) 2 CH 3
42.6
48.2
6.7
56.3
16.3
13.0
–S(O) 2 Cl
52.6
60.2
9.1
67.1
18.4
12.1
–S(O) 2 OH
39.6
46.7
8.0
53.7
18.8
13.7
–CHO
31.3
36.7
5.2
45.7
15.7
13.3
–COCH 3
30.7
35.2
7.0
45.2
17.5
13.5
–CO–phenyl
25.7
31.7
8.3
40.4
17.7
13.8
–COOH
21.7
28.5
9.6
36.2
18.7
13.7
–COOCH 3
20.6
27.2
9.2
35.6
18.9
13.8
–CONH 2
22.3
29.0
9.7
–COCl
33.6
41.0
9.3
48.9
18.8
13.0
C
X
O
N
S
O
||
C