Mayr's Database of Reactivity Parameters

Carbanions

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles » Carbanions

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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
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 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-(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
(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
(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
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
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
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