Mayr's Database of Reactivity Parameters

Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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[...]
triphenylphosphane
C18H15P *
dichloromethane

N  Param.: 14.33

sN Param.: 0.65
*** Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
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[...]
2-(bis(trimethylsiloxy)amino)propene
C9H23NO2Si2 *
dichloromethane

N  Param.: 4.76

sN Param.: 0.86
*** J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
2-(bis(tert-butyldimethylsiloxy)amino)propene
C15H35NO2Si2 *
dichloromethane

N  Param.: 4.23

sN Param.: 0.93
*** J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester
C12H27NO4Si2 *
dichloromethane

N  Param.: 3.84

sN Param.: 0.87
*** J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
1-ethinylcyclohexenyl-Co2(CO)6
*
dichloromethane

N  Param.: -0.44

sN Param.: 1.06
*** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6
*
dichloromethane

N  Param.: -1.11

sN Param.: 0.92
*** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
cyclohepta-1,3,5-trienyl-Fe(CO)3
*
dichloromethane

N  Param.: 3.42

sN Param.: 0.94
*** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
diazomethane
CH2N2 *
dichloromethane

N  Param.: 10.48

sN Param.: 0.78
*** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
phenyldiazomethane
C7H6N2 *
dichloromethane

N  Param.: 9.35

sN Param.: 0.83
*** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
(trimethylsilyl)diazomethane
C4H10N2Si *
dichloromethane

N  Param.: 8.97

sN Param.: 0.75
*** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
diphenyldiazomethane
C13H10N2 *
dichloromethane

N  Param.: 5.29

sN Param.: 0.92
*** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
ethyl diazoacetate
C4H6N2O2 *
dichloromethane

N  Param.: 4.91

sN Param.: 0.95
*** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
diazoacetone
C3H4N2O *
dichloromethane

N  Param.: 3.96

sN Param.: 0.91
*** Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
tris(4-chlorophenyl)phosphane
C18H12Cl3P *
dichloromethane

N  Param.: 12.58

sN Param.: 0.65
*** Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
tris(4-methylphenyl)phosphane
C21H21P *
dichloromethane

N  Param.: 15.44

sN Param.: 0.64
*** Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
tris(4-methoxyphenyl)phosphane
C21H21O3P *
dichloromethane

N  Param.: 16.17

sN Param.: 0.62
*** Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
tris(4-dimethylaminophenyl)phosphane
C24H30N3P *
dichloromethane

N  Param.: 18.39

sN Param.: 0.64
*** Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
tricyclohexylphosphane
C18H33P *
dichloromethane

N  Param.: 14.64

sN Param.: 0.68
*** Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
tri-n-butylphosphane
C12H27P *
dichloromethane

N  Param.: 15.49

sN Param.: 0.69
*** Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
triphenyl phosphite
C18H15O3P *
dichloromethane

N  Param.: 5.51

sN Param.: 0.76
*** Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
tributyl phosphite
C12H27O3P *
dichloromethane

N  Param.: 10.36

sN Param.: 0.70
*** Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
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
cyclopentadiene
C5H6 *
dichloromethane

N  Param.: 2.30

sN Param.: 1.06
*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
tetramethylethylene
C6H12 *
dichloromethane

N  Param.: -1.00

sN Param.: 1.40
*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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 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
10% water/90% acetone (v/v)
H2O *
water-acetone mix

N  Param.: 5.70

sN Param.: 0.85
*** Angew. Chem. Int. Ed. 2004, 43, 2302-2305
10.1002/anie.200353468
20% water/80% acetone (v/v)
H2O *
water-acetone mix

N  Param.: 5.77

sN Param.: 0.87
*** Angew. Chem. Int. Ed. 2004, 43, 2302-2305
10.1002/anie.200353468
91% water/9% MeCN (v/v)
H2O *
water-MeCN mix

N  Param.: 5.16

sN Param.: 0.91
*** J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
80% water/20% MeCN (v/v)
H2O *
water-MeCN mix

N  Param.: 5.04

sN Param.: 0.89
*** J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
67% water/33% MeCN (v/v)
H2O *
water-MeCN mix

N  Param.: 5.05

sN Param.: 0.90
*** J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
33% water/67% MeCN (v/v)
H2O *
water-MeCN mix

N  Param.: 5.02

sN Param.: 0.90
*** J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
20% water/80% MeCN (v/v)
H2O *
water-MeCN mix

N  Param.: 5.02

sN Param.: 0.89
*** J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
10% water/90% MeCN (v/v)
H2O *
water-MeCN mix

N  Param.: 4.56

sN Param.: 0.94
*** J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
trifluoroethanol
C2H3F3O *
TFE

N  Param.: 1.11

sN Param.: 0.96
*** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
10% water/90%TFE (v/v)
H2O *
water-TFE mix

N  Param.: 2.93

sN Param.: 0.88
*** J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
20% water/80%TFE (v/v)
H2O *
water-TFE mix

N  Param.: 3.20

sN Param.: 0.88
*** J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
40% water/60%TFE (v/v)
H2O *
water-TFE mix

N  Param.: 3.42

sN Param.: 0.90
*** J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
50% water/50%TFE (v/v)
H2O *
water-TFE mix

N  Param.: 3.57

sN Param.: 0.89
*** J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z