Mayr's Database of Reactivity Parameters

Carbanions in other solvents

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
cyanide (in MeCN)
CN- *
MeCN

N  Param.: 16.27

sN Param.: 0.70
*** Angew. Chem. Int. Ed. 2005, 44, 142-145
10.1002/anie.200461640
anion of nitromethane (in 91M9AN)
CH2NO2- *
MeOH-MeCN mix

N  Param.: 14.02

sN Param.: 0.61
*** Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of nitroethane (in 91M9AN)
C2H4NO2- *
MeOH-MeCN mix

N  Param.: 13.41

sN Param.: 0.67
*** Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of 2-nitropropane (in 91M9AN)
C3H6NO2- *
MeOH-MeCN mix

N  Param.: 12.20

sN Param.: 0.71
*** Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of phenylnitromethane (in 91M9AN)
C7H6NO2- *
MeOH-MeCN mix

N  Param.: 12.51

sN Param.: 0.67
*** Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of p-tolylnitromethane (in 91M9AN)
C8H8NO2- *
MeOH-MeCN mix

N  Param.: 13.58

sN Param.: 0.64
*** Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of (4-nitrophenyl)nitromethane (in 91M9AN)
C7H5N2O4- *
MeOH-MeCN mix

N  Param.: 14.05

sN Param.: 0.72
*** Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of (3-nitrophenyl)nitromethane (in 91M9AN)
C7H5N2O4- *
MeOH-MeCN mix

N  Param.: 14.75

sN Param.: 0.71
*** Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of (4-cyanophenyl)nitromethane (in 91M9AN)
C8H5N2O2- *
MeOH-MeCN mix

N  Param.: 13.92

sN Param.: 0.74
*** Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of ethyl cyanoacetate (in 91M9AN)
C5H6NO2- *
MeOH-MeCN mix

N  Param.: 18.59

sN Param.: 0.65
*** Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of malononitrile (in 91M9AN)
C3HN2- *
MeOH-MeCN mix

N  Param.: 18.21

sN Param.: 0.69
*** Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of dimethyl malonate (in 91M9AN)
C5H7O4- *
MeOH-MeCN mix

N  Param.: 18.24

sN Param.: 0.64
*** Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of 4-nitrobenzyl trifluoromethyl sulfone (in 91M9AN)
C8H5F3NO4S- *
MeOH-MeCN mix

N  Param.: 18.24

sN Param.: 0.66
*** J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-cyanobenzyl trifluoromethyl sulfone (in 91M9AN)
C9H5F3NO2S- *
MeOH-MeCN mix

N  Param.: 19.49

sN Param.: 0.63
*** J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in 91M9AN)
C9H5F6O2S- *
MeOH-MeCN mix

N  Param.: 20.72

sN Param.: 0.58
*** J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
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
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