Mayr's Database of Reactivity Parameters

Carbanions

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles
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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
barbiturate anion (in DMSO)
C4H3N2O3*
 DMSO

N  Param.: 15.59

sN Param.: 0.80		***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1,3-dimethylbarbiturate anion (in DMSO)
C6H7N2O3*
 DMSO

N  Param.: 17.46

sN Param.: 0.72		***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
2-thiobarbiturate anion (in DMSO)
C4H3N2O2S*
 DMSO

N  Param.: 14.24

sN Param.: 0.82		***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1,3-diethyl-thiobarbiturate anion (in DMSO)
C8H11N2O2S*
 DMSO

N  Param.: 14.90

sN Param.: 0.80		***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1-((diphenylmethylene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 26.95

sN Param.: 0.52		***Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
2-(tert-butoxy)-1-((diphenylmethylene)amino)-2-oxoethan-1-ide (in DMSO)
C19H20NO2-*
 DMSO

N  Param.: 27.77

sN Param.: 0.47		***Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 29.10

sN Param.: 0.50		*Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 29.02

sN Param.: 0.49		**Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
2-(benzylideneamino)-1-ethoxy-1-oxopropan-2-ide (in DMSO)
*
 DMSO

N  Param.: 30.82

sN Param.: 0.41		**Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
cyano((diphenylmethylene)amino)methanide
*
 DMSO

N  Param.: 29.50

sN Param.: 0.50		*Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-ethoxy-3-(4-nitrophenyl)-1,3-dioxopropan-2-ide (in DMSO)
C11H10NO5-*
 DMSO

N  Param.: 16.26

sN Param.: 0.83		***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
enolate of 3-isochromanone (in DMSO)
C9H7O2-*
 DMSO

N  Param.: 25.39

sN Param.: 0.54		***J. Org. Chem. 2024, 89, 6915-6928
10.1021/acs.joc.4c00277
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 nitroethane (in DMF)
C2H4NO2- *
 DMF

N  Param.: 22.21

sN Param.: 0.48		***Chem. Eur. J. 2008, 14, 6108-6118
10.1002/chem.200800329
chloro(phenylsulfonyl)methanide (in DMF)
C7H6ClO2S *
 DMF

N  Param.: 26.64

sN Param.: 0.64		-Chem. Eur. J. 2008, 14, 6108-6118
10.1002/chem.200800329