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)
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
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-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-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 (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 nitroethane (in DMF)
C2H4NO2- *
 DMF

N  Param.: 22.21

sN Param.: 0.48		***Chem. Eur. J. 2008, 14, 6108-6118
10.1002/chem.200800329
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 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
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[...]
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
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[...]
cyano((diphenylmethylene)amino)methanide
*
 DMSO

N  Param.: 29.50

sN Param.: 0.50		*Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
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