Mayr's Database of Reactivity Parameters

Nucleophiles

2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 Found 1292 molecules, displaying page 6 of 13 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
4-methoxypyridine (in H2O)
C6H7NO*
water

N  Param.: 11.44

sN Param.: 0.68
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-methoxythiophenolate (in DMSO)
C7H7OS-*
DMSO

N  Param.: 24.97

sN Param.: 0.68
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
4-methyl-2,5-heptadiene
C8H14*
dichloromethane

N  Param.: -0.73

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
4-methyl-5-(trimethylsiloxy)-2,3-dihydrofuran
C8H16O2Si*
dichloromethane

N  Param.: 11.50

sN Param.: 0.91
***Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
4-methyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.79

sN Param.: 0.77
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
4-methyl-imidazole anion (in DMSO)
*
DMSO

N  Param.: 21.29

sN Param.: 0.51
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
4-methyl-N-(2-phenylethynyl)-N-(phenylmethyl)benzenesulfonamide
C22H19NO2S*
dichloromethane

N  Param.: 3.85

sN Param.: 0.84
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
4-methyl-penta-1,3-diene
C6H10*
dichloromethane

N  Param.: 2.60

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
4-methyl-quinoline alias lepidine (in MeCN)
*
MeCN

N  Param.: 11.60

sN Param.: 0.62
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
4-methylpiperazin-1-yl dithiocarbamate (in MeCN)
*
MeCN

N  Param.: 23.61

sN Param.: 0.57
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
4-methylpyridine (in CH2Cl2)
C6H7N*
dichloromethane

N  Param.: 13.70

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-methylpyridine (in H2O)
C6H7N*
water

N  Param.: 11.10

sN Param.: 0.75
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-methylthiophenolate (in DMSO)
C7H7S-*
DMSO

N  Param.: 24.35

sN Param.: 0.69
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
4-nitro-imidazole anion (in DMSO)
*
DMSO

N  Param.: 14.81

sN Param.: 0.71
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
4-nitro-imidazole anion (in water)
*
water

N  Param.: 11.37

sN Param.: 0.53
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
4-nitroperoxybenzoate (in H2O)
C7H4NO5*
water

N  Param.: 17.43

sN Param.: 0.50
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
4-nitrothiophenolate (in DMSO)
C6H4NO2S-*
DMSO

N  Param.: 18.92

sN Param.: 0.87
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
4-pyridone anion (in DMSO)
*
DMSO

N  Param.: 18.97

sN Param.: 0.62
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
4-pyridone anion (in MeCN)
*
MeCN

N  Param.: 20.22

sN Param.: 0.49
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
4-pyridone anion (in water)
*
water

N  Param.: 14.76

sN Param.: 0.48
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
4-pyrrolidinopyridine (in CH2Cl2)
C9H12N2*
dichloromethane

N  Param.: 15.90

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-pyrrolidinopyridine (in H2O)
C9H12N2*
water

N  Param.: 12.39

sN Param.: 0.66
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-pyrrolidinopyridine (in MeCN)
C9H12N2*
MeCN

N  Param.: 14.99

sN Param.: 0.69
***Chem. Eur. J. 2013, 19, 6435-6442
10.1002/chem.201204452
40% water/60%EtOH (v/v)
*
water-EtOH mix

N  Param.: 6.28

sN Param.: 0.87
***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
5% water/95% HFIP (w/w)
*
water-HFIP mix

N  Param.: -0.10

sN Param.: 0.97
***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
5,6-dimethyl-benzimidazole (in DMSO)
*
DMSO

N  Param.: 11.08

sN Param.: 0.71
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
C15H18NO4*
MeCN

N  Param.: 7.15

sN Param.: 0.81
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C15H18NO4*
DMSO

N  Param.: 14.48

sN Param.: 0.86
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
C14H15O5*
MeCN

N  Param.: 6.21

sN Param.: 0.68
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C14H15O5*
DMSO

N  Param.: 15.13

sN Param.: 0.75
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(4-cyanobenzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C14H12NO4*
DMSO

N  Param.: 13.79

sN Param.: 0.86
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(tert-Butyl)-1,3-diisopropyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C13H25N3*
THF

N  Param.: 31.92

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
5-(trimethylsiloxy)-2,3-dihydrofuran
C7H14O2Si*
dichloromethane

N  Param.: 12.56

sN Param.: 0.70
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
5-(trimethylsiloxy)-2,3-dihydrofuran (in MeCN)
*
MeCN

N  Param.: 12.34

sN Param.: 0.72
***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
5-(triphenylsiloxy)-2,3-dihydrofuran
C22H20O2Si*
dichloromethane

N  Param.: 11.28

sN Param.: 0.91
***Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran
C22H5F15O2Si*
dichloromethane

N  Param.: 8.16

sN Param.: 0.67
***Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
5-amino-indole
C8H8N2*
MeCN

N  Param.: 7.22

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
C13H13O4*
MeCN

N  Param.: 5.51

sN Param.: 0.70
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C13H13O4*
DMSO

N  Param.: 15.02

sN Param.: 0.75
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-bromo-indole
C8H6BrN*
MeCN

N  Param.: 4.38

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-chloro-2-methylindole
C9H8ClN*
MeCN

N  Param.: 6.08

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-chloro-indole
C8H6ClN*
MeCN

N  Param.: 4.42

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-cyano-indole
C9H6N2*
MeCN

N  Param.: 2.83

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-hydroxy-indole
C8H7NO*
MeCN

N  Param.: 6.44

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-methoxy-2-methylindole
C10H11NO*
MeCN

N  Param.: 7.26

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-methoxy-benzimidazole (in DMSO)
*
DMSO

N  Param.: 11.00

sN Param.: 0.71
*Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
5-methoxy-indole
C9H9NO*
dichloromethane

N  Param.: 6.22

sN Param.: 1.12
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-methyl-benzimidazole (in DMSO)
*
DMSO

N  Param.: 10.69

sN Param.: 0.79
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
5-methyl-indole
C9H9N*
MeCN

N  Param.: 6.00

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
50% ethanol/50% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 6.37

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
50% methanol/50% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 6.67

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

N  Param.: 1.50

sN Param.: 1.03
***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
50% water/50% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.05

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
50% water/50%EtOH (v/v)
*
water-EtOH mix

N  Param.: 5.96

sN Param.: 0.89
***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
6,6-dimethylfulvene
C8H10*
MeCN

N  Param.: 3.93

sN Param.: 0.88
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
6-(4-dimethylamino-phenyl)fulvene
C14H15N*
MeCN

N  Param.: 6.72

sN Param.: 0.87
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
6-(julolidin-9-yl)fulvene
C18H19N*
MeCN

N  Param.: 7.79

sN Param.: 1.06
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
6-methoxy-quinoline (in MeCN)
*
MeCN

N  Param.: 10.86

sN Param.: 0.66
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
6-methyl-3-(phenyl-l3-iodanylidene)dihydro-2H-pyran-2,4(3H)-dione (in CH2Cl2)
*
dichloromethane

N  Param.: 4.67

sN Param.: 0.92
***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
60% water/40%EtOH (v/v)
*
water-EtOH mix

N  Param.: 5.81

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
60% water/40%TFE (v/v)
H2O*
water-TFE mix

N  Param.: 3.77

sN Param.: 0.88
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
67% ethanol/33% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 6.74

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
67% methanol/33% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 7.01

sN Param.: 0.91
***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
7% water/93% HFIP (w/w)
*
water-HFIP mix

N  Param.: 0.34

sN Param.: 0.96
***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
7-azaindole
C7H6N2*
MeCN

N  Param.: 3.87

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
80% ethanol/20% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 6.94

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
80% methanol/20% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 7.20

sN Param.: 0.89
***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
80% water/20%EtOH (v/v)
*
water-EtOH mix

N  Param.: 5.54

sN Param.: 0.94
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
80% water/20%TFE (v/v)
H2O*
water-TFE mix

N  Param.: 4.78

sN Param.: 0.83
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
9,10-dihydroanthracene
C14H12*
dichloromethane

N  Param.: -0.86

sN Param.: 0.92
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
9-methyl guanine anion (in water)
*
water

N  Param.: 10.77

sN Param.: 0.65
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
90% water/10%EtOH (v/v)
*
water-EtOH mix

N  Param.: 5.38

sN Param.: 0.91
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
90% water/10%TFE (v/v)
H2O*
water-TFE mix

N  Param.: 5.04

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
91% ethanol/9% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 7.10

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
91% methanol/9% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 7.45

sN Param.: 0.87
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
91% n-propanol/9% MeCN (v/v)
C3H8O*
nPrOH-MeCN mix

N  Param.: 7.05

sN Param.: 0.80
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
91% propan-2-ol/9% MeCN (v/v)
C3H8O*
iPrOH-MeCN mix

N  Param.: 6.49

sN Param.: 0.96
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
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
acetate (in 80A20W)
*
aq acetone

N  Param.: 12.50

sN Param.: 0.60
**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
acetate (in 90A10W)
*
aq acetone

N  Param.: 12.71

sN Param.: 0.68
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
acetate (in MeCN)
*
MeCN

N  Param.: 16.90

sN Param.: 0.75
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
acetonitrile (in MeCN)
*
MeCN

N  Param.: 2.23

sN Param.: 0.84
***J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
adenine anion (in DMSO)
*
DMSO

N  Param.: 18.00

sN Param.: 0.55
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
adenine anion (in water)
*
water

N  Param.: 10.93

sN Param.: 0.62
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
alanine (anionic, in water)
C3H6NO2*
water

N  Param.: 13.01

sN Param.: 0.58
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
allyl-tert.butyl-dimethylsilane
C9H20Si*
dichloromethane

N  Param.: 1.80

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allylamine (in MeCN)
*
MeCN

N  Param.: 14.37

sN Param.: 0.66
***Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
allylamine (in water)
C3H7N*
water

N  Param.: 13.21

sN Param.: 0.54
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
allylbenzene
C9H10*
dichloromethane

N  Param.: -4.12

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
allylchlorodimethylsilane
C5H11ClSi*
dichloromethane

N  Param.: -0.57

sN Param.: 1.06
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
allyltri-n-butylsilane
C15H32Si*
dichloromethane

N  Param.: 2.09

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltributylstannane
C15H32Sn*
dichloromethane

N  Param.: 5.46

sN Param.: 0.89
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
allyltriethylsilane
C9H20Si*
dichloromethane

N  Param.: 1.93

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltrihexylsilane
C21H44Si*
dichloromethane

N  Param.: 2.11

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltriisopropylsilane
C12H26Si*
dichloromethane

N  Param.: 2.04

sN Param.: 0.95
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
allyltrimethylsilane
C6H14Si*
dichloromethane

N  Param.: 1.68

sN Param.: 1.00
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b