N
X
C
Hal
O
N
S
P Si
Natural
Products
Solvents
C
C
C
C C
C
4.1 Alkanes
77
Substituent R
δ CH 3 –R
–N(CH 3 ) 2
47.5
–N-pyrrolidinyl
42.7
–N-piperidinyl
47.7
–N(CH 3 )phenyl
39.9
–N-pyrrolyl
35.9
–N-imidazolyl
32.2
–N-pyrazolyl
38.4
–N-indolyl
32.1
–NHCOCH 3
26.1
–N(CH 3 )CHO
31.5,
36.5
–N(CH 3 )COCH 3
35.0,
38.0
–N(CH 3 )P[N(CH 3 ) 2 ] 2 33.9
–NO 2
61.2
–C– – – N
1.7
–NC
26.8
–NCS
29.1
–SH
6.5
–SCH 3
19.3
–S–n-C 8 H 17
15.5
–S–phenyl
15.6
–SSCH 3
22.0
–S(O)CH 3
40.1
–S(O) 2 CH 3
42.6
–S(O) 2 CH 2 CH 3
39.3
–S(O) 2 Cl
52.6
–S(O) 2 OH
39.6
–S(O) 2 ONa
41.1
–CHO
31.2
–COCH 3
30.7
–COCH 2 CH 3
27.5
–COCCl 3
21.1
Substituent R
δ CH 3 –R
–COCH=CH 2
25.7
–CO–cyclohexyl
27.6
–CO–phenyl
25.7
–COOH
21.7
–COO –
24.4
–COOCH 3
20.6
–COOCOCH 3
21.8
–CONH 2
22.3
–CON(CH 3 ) 2
21.5
–COSH
32.6
–COSCH 3
30.2
–COCOCH 3
23.2
–COCl
33.6
–COBr
39.1
–COSi(CH 3 ) 3
35.7
–Li
-16.6
–B(CH 3 ) 2
14.8
–B – (CH 3 ) 3 Li +
6.2
–Si(CH 3 ) 2 CH=CH 2
-2.0
–SiCl 3
9.8
–Ge(CH 3 ) 3
-3.6
–Sn(CH 3 ) 3
-9.3
–Pb(CH 3 ) 3
-4.2
–P(CH 3 )(n-C 4 H 9 )
14.4
–P + (CH 3 ) 3 I –
10.7
–As(CH 3 ) 2
11.2
–As + (CH 3 ) 3 I –
8.4
–In(CH 3 ) 2
-6.3
N
S
O
||
C
O
||
C
M