Mayr's Database of Reactivity Parameters

C-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
(2-methylallyl)benzene
C10H12 *
dichloromethane

N  Param.: 0.25

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
alpha-methylstyrene
C9H10 *
dichloromethane

N  Param.: 2.35

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-cyclopropylpropene
C6H10 *
dichloromethane

N  Param.: 2.60

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-phenylpropene
C9H10 *
dichloromethane

N  Param.: -1.07

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
cyclopentene
C5H8 *
dichloromethane

N  Param.: -1.55

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
norbornene
C7H10 *
dichloromethane

N  Param.: -0.25

sN Param.: 1.09
***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(1S)-(-)-alpha-pinene
C10H16 *
dichloromethane

N  Param.: 0.68

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-methylcyclopentene
C6H10 *
dichloromethane

N  Param.: 1.18

sN Param.: 1.17
***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(E)-but-2-ene
C4H8 *
dichloromethane

N  Param.: -2.45

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
ethyl-vinylether
C4H8O *
dichloromethane

N  Param.: 3.92

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
isobutylenyl-ethylether
C6H12O *
dichloromethane

N  Param.: 4.23

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
anion of Meldrum's acid (in water)
C6H7O4- *
water

N  Param.: 12.06

sN Param.: 0.66
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of dimedone (in water)
C8H11O2- *
water

N  Param.: 11.77

sN Param.: 0.63
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of acetylacetone (in water)
C5H7O2- *
water

N  Param.: 13.73

sN Param.: 0.64
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of ethyl acetylacetate (in water)
C6H9O3- *
water

N  Param.: 15.99

sN Param.: 0.62
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of malononitrile (in water)
C3HN2- *
water

N  Param.: 19.50

sN Param.: 0.55
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of ethyl cyanoacetate (in water)
C5H6NO2- *
water

N  Param.: 15.57

sN Param.: 0.58
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of diethyl malonate (in water)
C7H11O4- *
water

N  Param.: 16.15

sN Param.: 0.66
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of diethyl methylmalonate (in DMSO)
C8H13O4- *
DMSO

N  Param.: 21.13

sN Param.: 0.68
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of diethyl methylmalonate (in water)
C8H13O4- *
water

N  Param.: 17.68

sN Param.: 0.50
* J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of 3-methyl acetylacetone (in DMSO)
C6H9O2- *
DMSO

N  Param.: 18.38

sN Param.: 0.72
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of 3-methyl acetylacetone (in water)
C6H9O2- *
water

N  Param.: 14.33

sN Param.: 0.69
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
1,1-diethoxyethene
C6H12O2 *
dichloromethane

N  Param.: 9.81

sN Param.: 0.81
*** Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
1-butoxy-1-(trimethylsiloxy)ethene
C9H20O2Si *
dichloromethane

N  Param.: 10.21

sN Param.: 0.82
**** Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
1-butoxy-1-(t-butyl-dimethylsiloxy)ethene
C12H26O2Si *
dichloromethane

N  Param.: 10.32

sN Param.: 0.79
**** Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
1,1-bis(trimethylsiloxy)propene
C9H22O2Si2 *
dichloromethane

N  Param.: 10.38

sN Param.: 0.87
**** Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
4-methyl-5-(trimethylsiloxy)-2,3-dihydrofuran
C8H16O2Si *
dichloromethane

N  Param.: 11.50

sN Param.: 0.91
*** Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
anion of nitroethane (in water)
C2H4NO2- *
water

N  Param.: 11.25

sN Param.: 0.52
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of nitromethane (in water)
CH2NO2- *
water

N  Param.: 12.06

sN Param.: 0.53
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of nitromethane (in DMSO)
CH2NO2- *
DMSO

N  Param.: 20.71

sN Param.: 0.60
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of 2-nitropropane (in DMSO)
C3H6NO2- *
DMSO

N  Param.: 20.61

sN Param.: 0.69
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of 2-nitropropane (in water)
C3H6NO2- *
water

N  Param.: 10.69

sN Param.: 0.56
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of phenylnitromethane (in H2O)
C7H6NO2- *
water

N  Param.: 12.05

sN Param.: 0.53
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of phenylnitromethane (in DMSO)
C7H6NO2- *
DMSO

N  Param.: 18.29

sN Param.: 0.71
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of p-tolylnitromethane (in water)
C8H8NO2- *
water

N  Param.: 13.09

sN Param.: 0.50
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of p-tolylnitromethane (in DMSO)
C8H8NO2- *
DMSO

N  Param.: 18.31

sN Param.: 0.76
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (4-nitrophenyl)nitromethane (in water)
C7H5N2O4- *
water

N  Param.: 13.58

sN Param.: 0.52
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (4-nitrophenyl)nitromethane (in DMSO)
C7H5N2O4- *
DMSO

N  Param.: 16.29

sN Param.: 0.75
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (3-nitrophenyl)nitromethane (in water)
C7H5N2O4- *
water

N  Param.: 14.25

sN Param.: 0.46
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (3-nitrophenyl)nitromethane (in DMSO)
C7H5N2O4- *
DMSO

N  Param.: 18.06

sN Param.: 0.71
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (4-cyanophenyl)nitromethane (in water)
C8H5N2O2- *
water

N  Param.: 13.23

sN Param.: 0.52
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (4-cyanophenyl)nitromethane (in DMSO)
C8H5N2O2- *
DMSO

N  Param.: 16.96

sN Param.: 0.73
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
cyanide (in MeCN)
CN- *
MeCN

N  Param.: 16.27

sN Param.: 0.70
*** Angew. Chem. Int. Ed. 2005, 44, 142-145
10.1002/anie.200461640
2,4,6-trimethylstyrene
C11H14 *
dichloromethane

N  Param.: 0.68

sN Param.: 1.09
*** Macromolecules 2005, 38, 33-40
10.1021/ma048389o
5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran
C22H5F15O2Si *
dichloromethane

N  Param.: 8.16

sN Param.: 0.67
*** Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
5-(triphenylsiloxy)-2,3-dihydrofuran
C22H20O2Si *
dichloromethane

N  Param.: 11.28

sN Param.: 0.91
*** Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
1-(triphenylsiloxy)cyclopentene
C23H22OSi *
dichloromethane

N  Param.: 5.76

sN Param.: 1.02
**** Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
2,3-dihydrofuran
C4H6O *
dichloromethane

N  Param.: 4.37

sN Param.: 0.90
**** Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
2-(tris(pentafluorophenyl)siloxy)-propene
C21H5F15OSi *
dichloromethane

N  Param.: 0.58

sN Param.: 0.91
* Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
1-(tris(pentafluorophenyl)siloxy)-cyclopentene
C23H7F15OSi *
dichloromethane

N  Param.: 1.38

sN Param.: 0.93
* Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706