Mayr's Database of Reactivity Parameters

Nucleophiles

5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 Found 1298 molecules, displaying page 12 of 13 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
p-nitrophenolate (in DMF)
C6H4NO3*
 DMF

N  Param.: 15.05

sN Param.: 0.80		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-nitrophenolate (in DMSO)
C6H4NO3*
 DMSO

N  Param.: 15.48

sN Param.: 0.71		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-nitrophenolate (in MeCN)
C6H4NO3*
 MeCN

N  Param.: 15.83

sN Param.: 0.80		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-nitrophenolate (in DMF)
C6H4NO3*
 DMF

N  Param.: 16.65

sN Param.: 0.70		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-nitrophenolate (in DMSO)
C6H4NO3*
 DMSO

N  Param.: 21.29

sN Param.: 0.54		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-nitrophenolate (in MeCN)
C6H4NO3*
 MeCN

N  Param.: 25.51

sN Param.: 0.43		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-nitrophenolate (in DMF)
C6H4NO3*
 DMF

N  Param.: 22.41

sN Param.: 0.54		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-cyanophenolate (in DMSO)
C7H4KNO*
 DMSO

N  Param.: 18.78

sN Param.: 0.57		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-cyanophenolate (in MeCN)
C7H4KNO*
 MeCN

N  Param.: 19.58

sN Param.: 0.59		**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-cyanophenolate (in DMF)
C7H4KNO*
 DMF

N  Param.: 17.85

sN Param.: 0.71		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-(trifluoromethyl)phenolate (in DMSO)
C7H4F3O*
 DMSO

N  Param.: 18.47

sN Param.: 0.61		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-(trifluoromethyl)phenolate (in MeCN)
C7H4F3O*
 MeCN

N  Param.: 18.39

sN Param.: 0.69		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-(trifluoromethyl)phenolate (in DMF)
C7H4F3O*
 DMF

N  Param.: 20.37

sN Param.: 0.58		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(trifluoromethyl)phenolate (in DMSO)
C7H4F3KO*
 DMSO

N  Param.: 18.98

sN Param.: 0.63		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(trifluoromethyl)phenolate (in MeCN)
C7H4F3KO*
 MeCN

N  Param.: 21.69

sN Param.: 0.53		**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(trifluoromethyl)phenolate (in DMF)
C7H4F3KO*
 DMF

N  Param.: 22.05

sN Param.: 0.53		**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in DMSO)
C7H4F3O*
 DMSO

N  Param.: 22.62

sN Param.: 0.51		**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in MeCN)
*
 MeCN

N  Param.: 23.20

sN Param.: 0.51		*J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in DMF)
C7H4F3O*
 DMF

N  Param.: 23.40

sN Param.: 0.51		*J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-chlorophenolate (in DMSO)
C6H4ClKO*
 DMSO

N  Param.: 20.34

sN Param.: 0.64		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-chlorophenolate (in MeCN)
C6H4ClKO*
 MeCN

N  Param.: 18.32

sN Param.: 0.82		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-chlorophenolate (in DMF)
C6H4ClKO*
 DMF

N  Param.: 19.67

sN Param.: 0.72		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
phenolate (in DMSO)
C6H5KO*
 DMSO

N  Param.: 19.86

sN Param.: 0.71		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
phenolate (in MeCN)
C6H5KO*
 MeCN

N  Param.: 18.53

sN Param.: 0.85		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
phenolate (in DMF)
C6H5KO*
 DMF

N  Param.: 18.86

sN Param.: 0.89		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methylphenolate (in DMSO)
C7H7KO*
 DMSO

N  Param.: 19.08

sN Param.: 0.87		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methylphenolate (in DMF)
C7H7KO*
 DMF

N  Param.: 19.65

sN Param.: 0.85		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in DMSO)
C10H13KO*
 DMSO

N  Param.: 19.67

sN Param.: 0.79		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in MeCN)
C10H13KO*
 MeCN

N  Param.: 21.70

sN Param.: 0.58		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in DMF)
C10H13KO*
 DMF

N  Param.: 19.90

sN Param.: 0.80		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methoxyphenolate (in DMSO)
C7H7KO2*
 DMSO

N  Param.: 20.09

sN Param.: 0.80		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methoxyphenolate (in MeCN)
C7H7KO2*
 MeCN

N  Param.: 20.62

sN Param.: 0.69		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methoxyphenolate (in DMF)
C7H7KO2*
 DMF

N  Param.: 19.90

sN Param.: 0.82		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-methoxyphenolate (in MeCN)
C7H7KO2*
 MeCN

N  Param.: 18.81

sN Param.: 0.80		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o,o'-di-tert-butylphenolate (in DMSO)
C14H21KO*
 DMSO

N  Param.: 21.02

sN Param.: 0.59		**J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methylphenolate (in H2O)
C7H7KO*
 water

N  Param.: 14.30

sN Param.: 0.55		***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
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
3,5-bis(trifluoromethyl)thiophenolate (in DMSO)
C8H3F6S-*
 DMSO

N  Param.: 19.71

sN Param.: 0.86		***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
4-(trifluoromethyl)thiophenolate (in DMSO)
C7H4F3S-*
 DMSO

N  Param.: 21.30

sN Param.: 0.86		***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
3-(trifluoromethyl)thiophenolate (in DMSO)
C7H4F3S-*
 DMSO

N  Param.: 21.75

sN Param.: 0.86		***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
3-chlorothiophenolate (in DMSO)
C6H4ClS-*
 DMSO

N  Param.: 22.50

sN Param.: 0.78		***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
4-bromothiophenolate (in DMSO)
C6H4BrS-*
 DMSO

N  Param.: 22.80

sN Param.: 0.78		***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
thiophenolate (in DMSO)
C6H5S-*
 DMSO

N  Param.: 23.36

sN Param.: 0.74		***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
1,3-dimethyl-2-methyleneimidazolidine (in THF)
C6H12N2*
 THF

N  Param.: 18.11

sN Param.: 0.68		***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimethyl-2-methylenehexahydropyrimidine (in THF)
C7H14N2*
 THF

N  Param.: 18.68

sN Param.: 0.63		***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimesityl-2-methylene-2,3-dihydro-1H-imidazole (in THF)
C22H26N2*
 THF

N  Param.: 17.80

sN Param.: 0.79		***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimethyl-2-methylene-2,3-dihydro-1H-benzo[d]imidazole
C10H12N2*
 THF

N  Param.: 19.84

sN Param.: 0.58		***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
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
naphthalene-2-thiolate (in DMSO)
C10H7S-*
 DMSO

N  Param.: 22.55

sN Param.: 0.83		***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
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-(dimethylamino)pyridine (in MeCN)
C7H10N2*
 MeCN

N  Param.: 15.51

sN Param.: 0.62		***J. Phys. Chem. A 2012, 116, 8494-8499
10.1021/jp3049247
4-(morpholino)pyridine (in MeCN)
*
 MeCN

N  Param.: 14.80

sN Param.: 0.63		***J. Phys. Chem. A 2012, 116, 8494-8499
10.1021/jp3049247
3-bromo-4-(dimethylamino)pyridine (in MeCN)
*
 MeCN

N  Param.: 12.96

sN Param.: 0.67		***J. Phys. Chem. A 2012, 116, 8494-8499
10.1021/jp3049247
4-amino-3,5-dibromo-pyridine (in MeCN)
*
 MeCN

N  Param.: 11.11

sN Param.: 0.75		***J. Phys. Chem. A 2012, 116, 8494-8499
10.1021/jp3049247
4-acetamido-pyridine (in MeCN)
*
 MeCN

N  Param.: 13.24

sN Param.: 0.67		***J. Phys. Chem. A 2012, 116, 8494-8499
10.1021/jp3049247
azide ion (in 91M9AN)
N3-*
 MeOH-MeCN mix

N  Param.: 14.54

sN Param.: 0.82		***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
azide ion (in 91E9AN)
N3-*
 EtOH-MeCN mix

N  Param.: 16.30

sN Param.: 0.73		***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
azide ion (in 91nPr9AN)
N3-*
 nPrOH-MeCN mix

N  Param.: 16.70

sN Param.: 0.73		***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
azide ion (in 91iPr9AN)
N3-*
 iPrOH-MeCN mix

N  Param.: 17.07

sN Param.: 0.71		***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
azide ion (in DMSO)
N3-*
 DMSO

N  Param.: 20.50

sN Param.: 0.59		***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
azide ion (in 45M55AN)
N3-*
 MeOH-MeCN mix

N  Param.: 15.01

sN Param.: 0.80		***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
triethylamine (in MeCN)
*
 MeCN

N  Param.: 17.10

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

N  Param.: 17.30

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-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-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-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-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-morpholine (in CH2Cl2)
*
 dichloromethane

N  Param.: 16.50

sN Param.: 0.52		*J. Phys. Org. Chem. 2010, 23, 1029-1035
10.1002/poc.1707
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
30% water/70% HFIP (w/w)
*
 water-HFIP mix

N  Param.: 1.65

sN Param.: 0.96		***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
10% water/90% HFIP (w/w)
*
 water-HFIP mix

N  Param.: 0.96

sN Param.: 0.93		***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
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
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
3% water/97% HFIP (w/w)
*
 water-HFIP mix

N  Param.: -1.19

sN Param.: 1.08		***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
2% water/98% HFIP (w/w)
*
 water-HFIP mix

N  Param.: -1.62

sN Param.: 1.10		***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
1% water/99% HFIP (w/w)
*
 water-HFIP mix

N  Param.: -1.93

sN Param.: 1.09		***J. Phys. Org. Chem. 2013, 26, 59-63
10.1002/poc.3064
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
3-methylpyridine (in CH2Cl2)
C6H7N*
 dichloromethane

N  Param.: 10.90

sN Param.: 0.93		***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
3-methylpyridine (in MeCN)
C6H7N*
 MeCN

N  Param.: 11.50

sN Param.: 0.80		***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
1-methyl-2-phenylpyrrolidine (in CH2Cl2)
C11H15N*
 dichloromethane

N  Param.: 16.80

sN Param.: 0.49		***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
1-methyl-2-phenylpyrrolidine (in MeCN)
C11H15N*
 MeCN

N  Param.: 15.70

sN Param.: 0.54		***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
N-vinylcarbazole
C14H11N*
 dichloromethane

N  Param.: 5.02

sN Param.: 0.94		**Macromolecules 2002, 35, 5454-5458
10.1021/ma020306l
2,4,6-trimethylstyrene
C11H14*
 dichloromethane

N  Param.: 0.68

sN Param.: 1.09		***Macromolecules 2005, 38, 33-40
10.1021/ma048389o
glycine (anionic, in water)
C2H4NO2*
 water

N  Param.: 13.51

sN Param.: 0.58		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
alanine (anionic, in water)
C3H6NO2*
 water

N  Param.: 13.01

sN Param.: 0.58		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
valine (anionic, in water)
C5H10NO2*
 water

N  Param.: 13.65

sN Param.: 0.57		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
leucine (anionic, in water)
C6H12NO2*
 water

N  Param.: 14.01

sN Param.: 0.52		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
phenylalanine (anionic, in water)
C9H10NO2*
 water

N  Param.: 14.12

sN Param.: 0.53		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
proline (anionic, in water)
C5H8NO2*
 water

N  Param.: 18.08

sN Param.: 0.50		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
serine (anionic, in water)
C3H6NO3*
 water

N  Param.: 13.16

sN Param.: 0.55		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
threonine (anionic, in water)
C4H8NO3*
 water

N  Param.: 12.69

sN Param.: 0.60		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
asparagine (anionic, in water)
C4H7N2O3*
 water

N  Param.: 13.03

sN Param.: 0.53		***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
arginine (betaine, in water)
C6H14N4O2*
 water

N  Param.: 12.96

sN Param.: 0.57		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
histidine (anionic, in water)
C6H8N3O2*
 water

N  Param.: 13.83

sN Param.: 0.54		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
aspartate (dianionic, in water)
C4H5NO4*
 water

N  Param.: 13.81

sN Param.: 0.53		***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
cysteine (dianionic, in water, S-nucleophile!)
C3H5NO2S*
 water

N  Param.: 23.43

sN Param.: 0.42		***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h