Mayr's Database of Reactivity Parameters

N-Nucleophiles

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

1 | 2 | 3 | 4 | « Back Forward » Found 353 molecules, showing page 3 of 4
Results per page: 10 | 50 | 100 | all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
diacetamide anion (in DMSO)
*
 DMSO

N  Param.: 16.05

sN Param.: 0.70		 *** J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
diethanolamine (in 91M9AN)
C4H11NO2 *
 MeOH-MeCN mix

N  Param.: 13.71

sN Param.: 0.67		 *** Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
diethanolamine (in DMSO)
*
 DMSO

N  Param.: 15.51

sN Param.: 0.70		 *** J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
diethanolamine (in water)
C4H11NO2 *
 water

N  Param.: 13.00

sN Param.: 0.61		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
diethylamine (in MeCN)
*
 MeCN

N  Param.: 15.10

sN Param.: 0.73		 *** Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
diethylamine (in water)
C4H11N *
 water

N  Param.: 14.68

sN Param.: 0.53		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
dimethylamine (in MeCN)
*
 MeCN

N  Param.: 17.96

sN Param.: 0.63		 *** J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
dimethylamine (in water)
C2H7N *
 water

N  Param.: 17.12

sN Param.: 0.50		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
dipropylamine (in MeCN)
*
 MeCN

N  Param.: 14.51

sN Param.: 0.80		 *** Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
ethanolamine (in 91M9AN)
C2H7NO *
 MeOH-MeCN mix

N  Param.: 13.23

sN Param.: 0.65		 *** Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
ethanolamine (in DMSO)
*
 DMSO

N  Param.: 16.07

sN Param.: 0.61		 *** J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
ethanolamine (in MeCN)
*
 MeCN

N  Param.: 14.11

sN Param.: 0.71		 *** Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
ethanolamine (in water)
C2H7NO *
 water

N  Param.: 12.61

sN Param.: 0.58		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
ethyl glycinate (in DMSO)
C4H9NO2 *
 DMSO

N  Param.: 14.30

sN Param.: 0.67		 *** J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
ethyl N-acetylcarbamate anion (in DMSO)
*
 DMSO

N  Param.: 15.99

sN Param.: 0.70		 *** J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
ethylamine (in water)
C2H7N *
 water

N  Param.: 12.87

sN Param.: 0.58		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
ethylenediamine (in water)
C2H8N2 *
 water

N  Param.: 13.28

sN Param.: 0.58		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
formohydrazide (in MeCN)
*
 MeCN

N  Param.: 10.35

sN Param.: 0.76		 *** J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
gamma-aminobutyric acid (anionic, in water)
C4H8NO2 *
 water

N  Param.: 13.55

sN Param.: 0.56		 *** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
glutamate (dianionic, in water)
C5H7NO4 *
 water

N  Param.: 13.96

sN Param.: 0.54		 *** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
glutamine (anionic, in water)
C5H9N2O3 *
 water

N  Param.: 13.45

sN Param.: 0.54		 *** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
glycine (anionic, in water)
C2H4NO2 *
 water

N  Param.: 13.51

sN Param.: 0.58		 *** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
glycineamide (in water)
C2H6N2O *
 water

N  Param.: 12.29

sN Param.: 0.58		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
glycinenitrile (in water)
*
 water

N  Param.: 10.80

sN Param.: 0.61		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
glycylglycine (anionic, in water)
C4H7N2O3 *
 water

N  Param.: 12.91

sN Param.: 0.59		 *** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
glycylglycylglycine (anionic, in water)
C6H10N3O4 *
 water

N  Param.: 12.26

sN Param.: 0.63		 *** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
guanine anion (in water)
*
 water

N  Param.: 11.63

sN Param.: 0.59		 *** Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
guanosine anion (in water)
*
 water

N  Param.: 12.09

sN Param.: 0.52		 *** Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
HBTM (in CH2Cl2)
C16H14N2S *
 dichloromethane

N  Param.: 13.45

sN Param.: 0.72		 *** J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
histidine (anionic, in water)
C6H8N3O2 *
 water

N  Param.: 13.83

sN Param.: 0.54		 *** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
hydantoin anion (in DMSO)
*
 DMSO

N  Param.: 17.52

sN Param.: 0.55		 *** J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
hydrazine (in 91M9AN)
H4N2 *
 MeOH-MeCN mix

N  Param.: 13.47

sN Param.: 0.70		 *** Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
hydrazine (in MeCN)
*
 MeCN

N  Param.: 16.45

sN Param.: 0.56		 *** Angew. Chem. Int. Ed. 2012, 51, 1353-1356
10.1002/anie.201107315
hydrazine (in water)
*
 water

N  Param.: 13.46

sN Param.: 0.57		 *** J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
hydroxylamine (in 91M9AN)
H3NO *
 MeOH-MeCN mix

N  Param.: 12.23

sN Param.: 0.66		 *** Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
hydroxylamine (in MeCN)
*
 MeCN

N  Param.: 12.80

sN Param.: 0.63		 *** J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
hydroxylamine (in water)
H3NO *
 water

N  Param.: 11.41

sN Param.: 0.55		 *** J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
HyperBTM (in CH2Cl2)
C19H20N2S *
 dichloromethane

N  Param.: 14.96

sN Param.: 0.64		 *** J. Org. Chem. 2011, 76, 5104-5112
10.1021/jo200803x
HyperNTM
C23H22N2S *
 dichloromethane

N  Param.: 14.47

sN Param.: 0.72		 *** ChemistryEurope 2026, 4, e202500434
10.1002/ceur.202500434
HyperPTM
C27H24N2S *
 dichloromethane

N  Param.: 13.43

sN Param.: 0.79		 *** ChemistryEurope 2026, 4, e202500434
10.1002/ceur.202500434
imidazole (in 91M9AN)
C3H4N2 *
 MeOH-MeCN mix

N  Param.: 10.41

sN Param.: 0.70		 *** Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
imidazole (in DMSO)
*
 DMSO

N  Param.: 11.58

sN Param.: 0.79		 *** Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
imidazole (in MeCN)
*
 MeCN

N  Param.: 11.47

sN Param.: 0.79		 *** Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
imidazole (in water)
*
 water

N  Param.: 9.63

sN Param.: 0.57		 *** Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
imidazole anion (in DMSO)
*
 DMSO

N  Param.: 21.09

sN Param.: 0.51		 *** Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
isopropylamine (in MeCN)
*
 MeCN

N  Param.: 13.77

sN Param.: 0.70		 *** Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
isopropylamine (in water)
C3H9N *
 water

N  Param.: 12.00

sN Param.: 0.56		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
leucine (anionic, in water)
C6H12NO2 *
 water

N  Param.: 14.01

sN Param.: 0.52		 *** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
maleimide anion (in DMSO)
*
 DMSO

N  Param.: 14.87

sN Param.: 0.76		 *** J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
methanesulfonamide anion (in DMSO)
*
 DMSO

N  Param.: 18.61

sN Param.: 0.53		 *** J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
methionine (anionic, in water)
C5H10NO2S *
 water

N  Param.: 13.16

sN Param.: 0.58		 *** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
methyl glycinate (in water)
C3H7NO2 *
 water

N  Param.: 12.08

sN Param.: 0.60		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
methyl L-prolinate
C6H11NO2 *
 MeCN

N  Param.: 14.75

sN Param.: 0.82		 *** J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
methylamine (in MeCN)
*
 MeCN

N  Param.: 15.19

sN Param.: 0.68		 *** J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
methylamine (in water)
CH5N *
 water

N  Param.: 13.85

sN Param.: 0.53		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
methylhydrazine (in MeCN)
*
 MeCN

N  Param.: 17.73

sN Param.: 0.58		 *** J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
methylhydrazine (in water)
*
 water

N  Param.: 17.23

sN Param.: 0.45		 *** J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
morpholine (in 91M9AN)
C4H9NO *
 MeOH-MeCN mix

N  Param.: 15.40

sN Param.: 0.64		 *** Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
morpholine (in DMSO)
C4H9NO *
 DMSO

N  Param.: 16.96

sN Param.: 0.67		 *** J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
morpholine (in MeCN)
*
 MeCN

N  Param.: 15.65

sN Param.: 0.74		 *** Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
morpholine (in water)
C4H9NO *
 water

N  Param.: 15.62

sN Param.: 0.54		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
N',N'-dimethylformohydrazide (in MeCN)
*
 MeCN

N  Param.: 15.69

sN Param.: 0.51		 *** J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
N-(1,3-dimethylimidazolidin-2-ylidene)-1-phenylmethanamine
C12H17N3 *
 dichloromethane

N  Param.: 14.00

sN Param.: 0.70		 *** ChemCatChem 2012, 4, 993-999
10.1002/cctc.201200143
N-(phenylmethyl)propan-2-imine (in CH2Cl2)
C10H13N *
 dichloromethane

N  Param.: 11.13

sN Param.: 0.73		 *** Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
n-butylamine (in MeCN)
*
 MeCN

N  Param.: 15.27

sN Param.: 0.63		 *** Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
N-methyl-1-phenylmethanimine (in CH2Cl2)
C8H9N *
 dichloromethane

N  Param.: 8.60

sN Param.: 0.77		 *** Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
N-methyl-glycinenitrile (in water)
C3H6N2 *
 water

N  Param.: 13.50

sN Param.: 0.59		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
N-methyl-morpholine (in CH2Cl2)
*
 dichloromethane

N  Param.: 16.50

sN Param.: 0.52		 * J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
N-methyl-morpholine (in MeCN)
*
 MeCN

N  Param.: 16.80

sN Param.: 0.52		 * J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
N-methyl-piperidine (in CH2Cl2)
*
 dichloromethane

N  Param.: 18.90

sN Param.: 0.52		 * J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
N-methyl-piperidine (in MeCN)
*
 MeCN

N  Param.: 18.72

sN Param.: 0.52		 *** J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
N-methyl-pyrrolidine (in CH2Cl2)
*
 dichloromethane

N  Param.: 20.60

sN Param.: 0.52		 * J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
N-methyl-pyrrolidine (in MeCN)
*
 MeCN

N  Param.: 20.59

sN Param.: 0.52		 *** J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
N-methyl-trifluoroacetamide anion (in DMSO)
*
 DMSO

N  Param.: 15.70

sN Param.: 0.71		 *** J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
N-methylenepyrrolidin-1-amine (in CH2Cl2)
C5H10N2 *
 dichloromethane

N  Param.: 17.90

sN Param.: 0.48		 *** Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
N-methylhydroxylamine (in MeCN)
*
 MeCN

N  Param.: 14.10

sN Param.: 0.76		 *** J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g
N-phenylcyclohexanimine (in CH2Cl2)
C12H15N *
 dichloromethane

N  Param.: 8.80

sN Param.: 1.00		 *** Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
N-phenylpropan-2-imine (in CH2Cl2)
C9H11N *
 dichloromethane

N  Param.: 9.53

sN Param.: 0.85		 *** Z. Naturforsch. B 2013, 68b, 693-699
10.5560/ZNB.2013-3085
n-propylamine (in 91M9AN)
C3H9N *
 MeOH-MeCN mix

N  Param.: 13.41

sN Param.: 0.66		 *** Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
n-propylamine (in DMSO)
C3H9N *
 DMSO

N  Param.: 15.70

sN Param.: 0.64		 *** J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
n-propylamine (in MeCN)
*
 MeCN

N  Param.: 15.11

sN Param.: 0.63		 *** Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
n-propylamine (in water)
C3H9N *
 water

N  Param.: 13.33

sN Param.: 0.56		 *** J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
nicotine (in CH2Cl2)
C10H14N2 *
 dichloromethane

N  Param.: 10.40

sN Param.: 1.04		 *** J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
nicotine (in MeCN)
C10H14N2 *
 MeCN

N  Param.: 11.60

sN Param.: 0.81		 *** J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
nitrite ion (in MeCN)
NO2 *
 MeCN

N  Param.: 17.20

sN Param.: 0.72		 *** Angew. Chem. Int. Ed. 2005, 44, 4623-4626
10.1002/anie.200501274
O-DHPB (in CH2Cl2)
C10H10N2O *
 dichloromethane

N  Param.: 13.31

sN Param.: 0.69		 *** Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
O-HyperBTM (in CH2Cl2)
C19H20N2O *
 dichloromethane

N  Param.: 13.01

sN Param.: 0.73		 *** Angew. Chem. Int. Ed. 2025, 64, e202514865
10.1002/anie.202514865
p-toluenesulfonamide anion (in DMSO)
*
 DMSO

N  Param.: 17.14

sN Param.: 0.60		 *** J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
p-toluidine (in MeCN)
C7H9N *
 MeCN

N  Param.: 13.19

sN Param.: 0.69		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
p-toluidine (in water)
C7H9N *
 water

N  Param.: 13.00

sN Param.: 0.79		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
perhydroazepine (in water)
C6H13N *
 water

N  Param.: 18.29

sN Param.: 0.46		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
phenylalanine (anionic, in water)
C9H10NO2 *
 water

N  Param.: 14.12

sN Param.: 0.53		 *** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
phthalimide anion (in DMSO)
*
 DMSO

N  Param.: 15.52

sN Param.: 0.67		 *** J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
piperazine (in water)
C4H10N2 *
 water

N  Param.: 17.22

sN Param.: 0.50		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
piperidine (in 91M9AN)
C5H11N *
 MeOH-MeCN mix

N  Param.: 15.63

sN Param.: 0.64		 *** Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
piperidine (in DMSO)
C5H11N *
 DMSO

N  Param.: 17.19

sN Param.: 0.71		 *** J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
piperidine (in MeCN)
*
 MeCN

N  Param.: 17.35

sN Param.: 0.68		 *** Eur. J. Org. Chem. 2009, , 6379-6385
10.1002/ejoc.200900925
piperidine (in water)
C5H11N *
 water

N  Param.: 18.13

sN Param.: 0.44		 *** J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
prolinate (in MeCN)
C5H8NO2- *
 MeCN

N  Param.: 19.95

sN Param.: 0.68		 *** J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
proline (anionic, in water)
C5H8NO2 *
 water

N  Param.: 18.08

sN Param.: 0.50		 *** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h