Mayr's Database of Reactivity Parameters

Carbanions

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
anion of Meldrums acid (in DMSO)
C6H7O4 *
DMSO

N  Param.: 13.91

sN Param.: 0.86
*** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of dimedone (in DMSO)
C8H11O2 *
DMSO

N  Param.: 16.27

sN Param.: 0.77
*** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
anion of acetylacetone (in DMSO)
C5H7O2 *
DMSO

N  Param.: 17.64

sN Param.: 0.73
*** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
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[...]
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[...]
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 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[...]
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 Meldrum's acid (in water)
C6H7O4- *
water

N  Param.: 12.06

sN Param.: 0.66
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of dimedone (in water)
C8H11O2- *
water

N  Param.: 11.77

sN Param.: 0.63
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of acetylacetone (in water)
C5H7O2- *
water

N  Param.: 13.73

sN Param.: 0.64
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of ethyl acetylacetate (in water)
C6H9O3- *
water

N  Param.: 15.99

sN Param.: 0.62
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of malononitrile (in water)
C3HN2- *
water

N  Param.: 19.50

sN Param.: 0.55
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of ethyl cyanoacetate (in water)
C5H6NO2- *
water

N  Param.: 15.57

sN Param.: 0.58
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of diethyl malonate (in water)
C7H11O4- *
water

N  Param.: 16.15

sN Param.: 0.66
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
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 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
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 3-methyl acetylacetone (in water)
C6H9O2- *
water

N  Param.: 14.33

sN Param.: 0.69
*** J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
anion of nitroethane (in water)
C2H4NO2- *
water

N  Param.: 11.25

sN Param.: 0.52
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of nitromethane (in water)
CH2NO2- *
water

N  Param.: 12.06

sN Param.: 0.53
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
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 2-nitropropane (in DMSO)
C3H6NO2- *
DMSO

N  Param.: 20.61

sN Param.: 0.69
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of 2-nitropropane (in water)
C3H6NO2- *
water

N  Param.: 10.69

sN Param.: 0.56
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of phenylnitromethane (in H2O)
C7H6NO2- *
water

N  Param.: 12.05

sN Param.: 0.53
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of phenylnitromethane (in DMSO)
C7H6NO2- *
DMSO

N  Param.: 18.29

sN Param.: 0.71
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of p-tolylnitromethane (in water)
C8H8NO2- *
water

N  Param.: 13.09

sN Param.: 0.50
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of p-tolylnitromethane (in DMSO)
C8H8NO2- *
DMSO

N  Param.: 18.31

sN Param.: 0.76
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (4-nitrophenyl)nitromethane (in water)
C7H5N2O4- *
water

N  Param.: 13.58

sN Param.: 0.52
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (4-nitrophenyl)nitromethane (in DMSO)
C7H5N2O4- *
DMSO

N  Param.: 16.29

sN Param.: 0.75
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (3-nitrophenyl)nitromethane (in water)
C7H5N2O4- *
water

N  Param.: 14.25

sN Param.: 0.46
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (3-nitrophenyl)nitromethane (in DMSO)
C7H5N2O4- *
DMSO

N  Param.: 18.06

sN Param.: 0.71
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (4-cyanophenyl)nitromethane (in water)
C8H5N2O2- *
water

N  Param.: 13.23

sN Param.: 0.52
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (4-cyanophenyl)nitromethane (in DMSO)
C8H5N2O2- *
DMSO

N  Param.: 16.96

sN Param.: 0.73
*** J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
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 DMSO)
C8H5F3NO4S- *
DMSO

N  Param.: 14.49

sN Param.: 0.86
*** J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-cyanobenzyl trifluoromethyl sulfone (in DMSO)
C9H5F3NO2S- *
DMSO

N  Param.: 16.28

sN Param.: 0.75
*** J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in DMSO)
C9H5F6O2S- *
DMSO

N  Param.: 17.33

sN Param.: 0.74
*** J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
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