Mayr's Database of Reactivity Parameters

Carbanions in DMSO

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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 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 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 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 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 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 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[...]
potassium indenide (in DMSO)
C9H7K*
DMSO

N  Param.: 24.16

sN Param.: 0.68
***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
sodium indenide (in DMSO)
C9H7Na*
DMSO

N  Param.: 23.74

sN Param.: 0.71
***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
lithium indenide (in DMSO)
C9H7Li*
DMSO

N  Param.: 23.66

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
bis(phenylsulfonyl)methanide (in DMSO)
C13H11O4S2*
DMSO

N  Param.: 15.68

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
fluorobis(phenylsulfonyl)methanide (in DMSO)
C13H10FO4S2*
DMSO

N  Param.: 17.46

sN Param.: 0.73
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
methoxybis(phenylsulfonyl)methanide (in DMSO)
C14H13O5S2*
DMSO

N  Param.: 17.29

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)
C7H5O4S2*
DMSO

N  Param.: 16.06

sN Param.: 0.69
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2-fluoro-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)
C7H4FO4S2*
DMSO

N  Param.: 19.03

sN Param.: 0.58
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2-methoxy-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)
C8H7O5S2*
DMSO

N  Param.: 17.36

sN Param.: 0.71
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2-ethoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)
C10H11O4S*
DMSO

N  Param.: 18.81

sN Param.: 0.59
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2-ethoxy-1-fluoro-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)
C10H10FO4S*
DMSO

N  Param.: 20.51

sN Param.: 0.64
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2-ethoxy-1-methoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)
C11H13O5S*
DMSO

N  Param.: 19.15

sN Param.: 0.59
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO)
C7H10FO4*
DMSO

N  Param.: 20.63

sN Param.: 0.76
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
2-chloro-1,3-diethoxy-1,3-dioxopropan-2-ide (in DMSO)
C7H10ClO4*
DMSO

N  Param.: 18.19

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO)
C6H9O5*
DMSO

N  Param.: 20.08

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
bis(4-nitrophenyl)methanide (in DMSO)
C13H9N2O4-*
DMSO

N  Param.: 19.92

sN Param.: 0.67
***ARKIVOC 2008, (x), 37-53
http://www.arkat-usa[...]
MeSO2-CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 18.00

sN Param.: 0.66
***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
MeSO-CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 20.61

sN Param.: 0.64
***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C15H18NO4*
DMSO

N  Param.: 14.48

sN Param.: 0.86
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C14H15O5*
DMSO

N  Param.: 15.13

sN Param.: 0.75
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C13H13O4*
DMSO

N  Param.: 15.02

sN Param.: 0.75
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(4-cyanobenzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C14H12NO4*
DMSO

N  Param.: 13.79

sN Param.: 0.86
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
2,2-dimethyl-5-(4-nitrobenzyl)-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C13H12NO6*
DMSO

N  Param.: 12.02

sN Param.: 1.17
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
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 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 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 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 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 1,3-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 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 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 (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 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
2-PhCH(-)CO2Et (in DMSO)
C10H11O2*
DMSO

N  Param.: 27.54

sN Param.: 0.57
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
2-(3-Cl-C6H4)CH(-)CO2Et (in DMSO)
C10H10ClO2*
DMSO

N  Param.: 27.57

sN Param.: 0.53
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
2-(4-Br-C6H4)CH(-)CO2Et (in DMSO)
C10H10BrO2*
DMSO

N  Param.: 27.62

sN Param.: 0.53
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
2-(4-CN-C6H4)CH(-)CO2Et (in DMSO)
C11H10NO2*
DMSO

N  Param.: 23.64

sN Param.: 0.65
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
2-(4-NO2-C6H4)CH(-)CO2Et (in DMSO)
C10H10NO4*
DMSO

N  Param.: 20.00

sN Param.: 0.71
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
2-(pyrid-4-yl)CH(-)CO2Et (in DMSO)
C9H10NO2*
DMSO

N  Param.: 23.27

sN Param.: 0.70
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
1-ethoxy-2-methyl-1,3-dioxobutan-2-ide (in DMSO)
C7H11O3*
DMSO

N  Param.: 19.58

sN Param.: 0.73
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocyclopentan-1-ide (in DMSO)
C8H11O3*
DMSO

N  Param.: 18.63

sN Param.: 0.82
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocyclohexan-1-ide (in DMSO)
C9H13O3*
DMSO

N  Param.: 18.32

sN Param.: 0.84
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107