Mayr's Database of Reactivity Parameters

C-Nucleophiles

1 | 2 | 3 | 4 | 5 | 6 Found 562 molecules, displaying page 4 of 6 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
allyltriphenylsilane
C21H20Si*
dichloromethane

N  Param.: -0.13

sN Param.: 1.21
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
allyltriphenylstannane
C21H20Sn*
dichloromethane

N  Param.: 3.09

sN Param.: 0.90
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
allyltris(trimethylsilyl)silane
*
dichloromethane

N  Param.: 1.95

sN Param.: 0.98
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
alpha-(N-morpholino)styrene
C12H15NO*
dichloromethane

N  Param.: 9.96

sN Param.: 0.79
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
alpha-(N-morpholino)styrene (in MeCN)
C12H15NO*
MeCN

N  Param.: 10.30

sN Param.: 0.80
*Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
alpha-(N-piperidino)styrene (in MeCN)
C13H17N*
MeCN

N  Param.: 11.60

sN Param.: 0.80
*Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
alpha-(pentamethyldisilyl)styrene
C13H22Si2*
dichloromethane

N  Param.: 0.61

sN Param.: 1.01
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
alpha-(trimethylsilyl)styrene
C11H16Si*
dichloromethane

N  Param.: -1.13

sN Param.: 1.46
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
alpha-methylstyrene
C9H10*
dichloromethane

N  Param.: 2.35

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
anion of (3-nitrophenyl)nitromethane (in 91M9AN)
C7H5N2O4-*
MeOH-MeCN mix

N  Param.: 14.75

sN Param.: 0.71
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
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 (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 (4-CF3-C6H4)CH2SO2Ph (in DMSO)
C14H10F3O2S-*
DMSO

N  Param.: 24.30

sN Param.: 0.51
***Org. Biomol. Chem. 2008, 6, 3052-3058
10.1039/b805604h
anion of (4-CN-C6H4)CH2SO2Ph (in DMSO)
C14H10NO2S-*
DMSO

N  Param.: 22.60

sN Param.: 0.57
***Org. Biomol. Chem. 2008, 6, 3052-3058
10.1039/b805604h
anion of (4-cyanophenyl)nitromethane (in 91M9AN)
C8H5N2O2-*
MeOH-MeCN mix

N  Param.: 13.92

sN Param.: 0.74
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
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
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-nitrophenyl)nitromethane (in 91M9AN)
C7H5N2O4-*
MeOH-MeCN mix

N  Param.: 14.05

sN Param.: 0.72
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
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 (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-NO2-C6H4)CH2SO2Ph (in DMSO)
C13H10NO4S-*
DMSO

N  Param.: 18.50

sN Param.: 0.75
***Org. Biomol. Chem. 2008, 6, 3052-3058
10.1039/b805604h
anion of (4-NO2-C6H4)CH2SO2Ph (in MeCN)
C13H10NO4S*
MeCN

N  Param.: 19.90

sN Param.: 0.66
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of (benzylsulfonyl)benzene (in DMSO)
C13H11O2S*
DMSO

N  Param.: 25.77

sN Param.: 0.56
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of (phenylmethylenedisulfonyl)dibenzene (in DMSO)
C19H15O4S2*
DMSO

N  Param.: 15.07

sN Param.: 0.79
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
anion of 1,2,3-triphenylpropane-1,3-dione (in DMSO)
C21H15O2*
DMSO

N  Param.: 14.99

sN Param.: 0.83
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
anion of 1,2-diphenylethanone (in DMSO)
C14H11O*
DMSO

N  Param.: 23.15

sN Param.: 0.60
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 1,3-diphenylpropane-1,3-dione (in DMSO)
C15H11O2*
DMSO

N  Param.: 17.46

sN Param.: 0.65
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 1-phenyl-2-(phenylsulfonyl)ethanone (in DMSO)
C14H11O3S*
DMSO

N  Param.: 17.19

sN Param.: 0.56
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 1-phenylbutane-1,3-dione (in DMSO)
C10H9O2*
DMSO

N  Param.: 16.03

sN Param.: 0.86
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 1-phenylpropan-2-one (in DMSO)
C9H9O*
DMSO

N  Param.: 24.99

sN Param.: 0.60
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 2-(4-CN-C6H4)propionitrile (in DMSO)
C10H7N2-*
DMSO

N  Param.: 25.35

sN Param.: 0.56
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of 2-(4-NO2-C6H4)propionitrile (in DMSO)
C9H7N2O2-*
DMSO

N  Param.: 19.61

sN Param.: 0.60
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of 2-nitro-1-phenylethan-1-one (in DMSO)
C8H6NO3*
DMSO

N  Param.: 13.91

sN Param.: 0.76
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 2-nitropropane (in 91M9AN)
C3H6NO2-*
MeOH-MeCN mix

N  Param.: 12.20

sN Param.: 0.71
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
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 2-phenyl-2-(phenylsulfonyl)acetonitrile (in DMSO)
C14H10NO2S*
DMSO

N  Param.: 15.97

sN Param.: 0.72
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
anion of 2-phenyl-propionitrile (in DMSO)
C9H8N-*
DMSO

N  Param.: 28.95

sN Param.: 0.58
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of 2-phenylmalononitrile (in DMSO)
C9H5N2*
DMSO

N  Param.: 15.58

sN Param.: 1.00
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
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
anion of 3-oxo-3-phenylpropanenitrile (in DMSO)
C9H6NO*
DMSO

N  Param.: 16.55

sN Param.: 0.78
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in 91M9AN)
C9H5F6O2S-*
MeOH-MeCN mix

N  Param.: 20.72

sN Param.: 0.58
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in DMSO)
C9H5F6O2S-*
DMSO

N  Param.: 17.33

sN Param.: 0.74
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in MeCN)
C9H5F6O2S*
MeCN

N  Param.: 16.15

sN Param.: 0.99
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of 4-(trifluoromethyl)benzyl-CN (in DMSO)
C9H5F3N-*
DMSO

N  Param.: 27.28

sN Param.: 0.50
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of 4-cyanobenzyl trifluoromethyl sulfone (in 91M9AN)
C9H5F3NO2S-*
MeOH-MeCN mix

N  Param.: 19.49

sN Param.: 0.63
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-cyanobenzyl trifluoromethyl sulfone (in DMSO)
C9H5F3NO2S-*
DMSO

N  Param.: 16.28

sN Param.: 0.75
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-cyanobenzyl trifluoromethyl sulfone (in MeCN)
C9H5F3NO2S*
MeCN

N  Param.: 15.62

sN Param.: 0.99
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of 4-cyanobenzyl-CN (in DMSO)
C9H5N2-*
DMSO

N  Param.: 25.11

sN Param.: 0.54
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of 4-methylbenzyl trifluoromethyl sulfone (in DMSO)
C9H8F3O2S-*
DMSO

N  Param.: 19.35

sN Param.: 0.67
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-nitrobenzyl trifluoromethyl sulfone (in 91M9AN)
C8H5F3NO4S-*
MeOH-MeCN mix

N  Param.: 18.24

sN Param.: 0.66
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-nitrobenzyl trifluoromethyl sulfone (in DMSO)
C8H5F3NO4S-*
DMSO

N  Param.: 14.49

sN Param.: 0.86
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-nitrobenzyl-CN (in DMSO)
C8H5N2O2-*
DMSO

N  Param.: 19.67

sN Param.: 0.68
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of 4-nitrobenzyl-CN (in MeCN)
C8H5N2O2*
MeCN

N  Param.: 20.10

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of 5-(p-anisyl) Meldrum's acid (in DMSO)
C13H13O5*
DMSO

N  Param.: 12.35

sN Param.: 0.90
**Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of 5-phenyl Meldrum's acid (in DMSO)
C12H11O4*
DMSO

N  Param.: 11.54

sN Param.: 0.95
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of acetylacetone (in DMSO)
C5H7O2*
DMSO

N  Param.: 17.64

sN Param.: 0.73
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
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 benzyl trifluoromethyl sulfone (in DMSO)
C8H6F3O2S-*
DMSO

N  Param.: 18.67

sN Param.: 0.68
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of diethyl 2-(4-nitrophenyl)malonate (in DMSO)
C13H14NO6*
DMSO

N  Param.: 14.94

sN Param.: 0.96
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-(acetyl)malonate (in DMSO)
C9H13O5*
DMSO

N  Param.: 13.83

sN Param.: 0.84
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-(benzoyl)malonate (in DMSO)
C14H15O5*
DMSO

N  Param.: 13.63

sN Param.: 0.80
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-(isopropyl)malonate (in DMSO)
C10H17O4*
DMSO

N  Param.: 18.74

sN Param.: 0.71
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-(p-anisyl)malonate (in DMSO)
C14H17O5*
DMSO

N  Param.: 16.73

sN Param.: 0.91
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-butylmalonate (in DMSO)
C11H19O4*
DMSO

N  Param.: 23.00

sN Param.: 0.55
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-cyclohexylmalonate (in DMSO)
C13H21O4*
DMSO

N  Param.: 19.23

sN Param.: 0.67
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl 2-phenylmalonate (in DMSO)
C13H15O4*
DMSO

N  Param.: 15.93

sN Param.: 0.99
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of diethyl malonate (in DMSO)
C7H11O4*
DMSO

N  Param.: 20.22

sN Param.: 0.65
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
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 dimedone (in DMSO)
C8H11O2*
DMSO

N  Param.: 16.27

sN Param.: 0.77
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
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 dimethyl malonate (in 91M9AN)
C5H7O4-*
MeOH-MeCN mix

N  Param.: 18.24

sN Param.: 0.64
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of ethyl 2-cyano-2-phenylacetate (in DMSO)
C11H10NO2*
DMSO

N  Param.: 15.85

sN Param.: 1.04
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
anion of ethyl 2-nitroacetate (in DMSO)
C4H6NO4*
DMSO

N  Param.: 15.24

sN Param.: 0.74
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of ethyl 3-oxo-3-phenylpropanoate (in DMSO)
C11H11O3*
DMSO

N  Param.: 17.52

sN Param.: 0.74
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of ethyl acetylacetate (in DMSO)
C6H9O3*
DMSO

N  Param.: 18.82

sN Param.: 0.69
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
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 ethyl cyanoacetate (in 91M9AN)
C5H6NO2-*
MeOH-MeCN mix

N  Param.: 18.59

sN Param.: 0.65
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of ethyl cyanoacetate (in DMSO)
C5H6NO2*
DMSO

N  Param.: 19.62

sN Param.: 0.67
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
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 malononitrile (in 91M9AN)
C3HN2-*
MeOH-MeCN mix

N  Param.: 18.21

sN Param.: 0.69
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of malononitrile (in DMSO)
C3HN2*
DMSO

N  Param.: 19.36

sN Param.: 0.67
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
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 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 Meldrums acid (in DMSO)
C6H7O4*
DMSO

N  Param.: 13.91

sN Param.: 0.86
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of N,N-diethyl-3-oxo-3-phenylpropanoate (in DMSO)
C13H16NO2*
DMSO

N  Param.: 19.28

sN Param.: 0.65
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of nitroethane (in 91M9AN)
C2H4NO2-*
MeOH-MeCN mix

N  Param.: 13.41

sN Param.: 0.67
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of nitroethane (in DMF)
C2H4NO2- *
DMF

N  Param.: 22.21

sN Param.: 0.48
***Chem. Eur. J. 2008, 14, 6108-6118
10.1002/chem.200800329
anion of nitroethane (in DMSO)
C2H4NO2*
DMSO

N  Param.: 21.54

sN Param.: 0.62
***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
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 91M9AN)
CH2NO2-*
MeOH-MeCN mix

N  Param.: 14.02

sN Param.: 0.61
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
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 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 p-tolylnitromethane (in 91M9AN)
C8H8NO2-*
MeOH-MeCN mix

N  Param.: 13.58

sN Param.: 0.64
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
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 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 phenylnitromethane (in 91M9AN)
C7H6NO2-*
MeOH-MeCN mix

N  Param.: 12.51

sN Param.: 0.67
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769