Mayr's Database of Reactivity Parameters

Carbanions in DMSO

1 | 2 | 3 Found 117 molecules, displaying page 2 of 3 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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
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 (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
(EtO)2P(O)CH(-)CN (in DMSO)
*
DMSO

N  Param.: 18.57

sN Param.: 0.66
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
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
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
Ph2P(O)CH(-)CN (in DMSO)
*
DMSO

N  Param.: 18.69

sN Param.: 0.72
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
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
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
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[...]
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-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
Ph2P(O)CH(-)CO2Et (in DMSO)
*
DMSO

N  Param.: 19.20

sN Param.: 0.69
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
(EtO)2P(O)CH(-)CO2Et (in DMSO)
*
DMSO

N  Param.: 19.23

sN Param.: 0.65
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
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 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 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 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[...]
1-(ethoxycarbonyl)-2-oxocycloheptan-1-ide
C10H15O3*
DMSO

N  Param.: 19.53

sN Param.: 0.83
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
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
enolate of 2-coumaranone (in DMSO)
C8H5O2-*
DMSO

N  Param.: 19.60

sN Param.: 0.75
***J. Org. Chem. 2024, 89, 6915-6928
10.1021/acs.joc.4c00277
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 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 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
bis(4-nitrophenyl)methanide (in DMSO)
C13H9N2O4-*
DMSO

N  Param.: 19.92

sN Param.: 0.67
***ARKIVOC 2008, (x), 37-53
10.3998/ark.5550190.[...]
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
1-(ethoxycarbonyl)-2-oxocyclooctan-1-ide (in DMSO)
C11H17O3*
DMSO

N  Param.: 20.02

sN Param.: 0.76
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
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
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[...]
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
1-(ethoxycarbonyl)-2-oxocyclododecan-1-ide (in DMSO)
C15H25O3*
DMSO

N  Param.: 20.60

sN Param.: 0.63
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
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
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
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
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 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 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 (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 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 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
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
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
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
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
bromo(phenylsulfonyl)methanide (in DMSO)
C7H6BrO2S*
DMSO

N  Param.: 23.90

sN Param.: 0.62
***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
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
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
chloro((4-nitrophenyl)sulfonyl)methanide (in DMSO)
C7H5ClNO4S*
DMSO

N  Param.: 24.88

sN Param.: 0.49
***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
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 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