Mayr's Database of Reactivity Parameters

Nucleophiles

1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 Found 1298 molecules, displaying page 3 of 26 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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
quinuclidine (in MeCN)
C7H13N*
MeCN

N  Param.: 20.54

sN Param.: 0.60
***Angew. Chem. Int. Ed. 2007, 46, 6176-6179
10.1002/anie.200701489
2-ethoxy-1-fluoro-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)
C10H10FO4S*
DMSO

N  Param.: 20.51

sN Param.: 0.64
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
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
3-(4-methoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C11H12N2O*
THF

N  Param.: 20.41

sN Param.: 0.46
***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
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-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
cyanamide anion (in DMSO)
*
DMSO

N  Param.: 20.33

sN Param.: 0.64
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
2-oxo-1-(pyridin-1-ium-1-yl)propan-1-ide (in DMSO)
C8H10NO*
DMSO

N  Param.: 20.24

sN Param.: 0.60
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
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[...]
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
phenylsulfinate (in MeCN)
*
MeCN

N  Param.: 20.11

sN Param.: 0.59
***J. Am. Chem. Soc. 2010, 132, 4796-4805
10.1021/ja9102056
2-pyridone anion (in MeCN)
*
MeCN

N  Param.: 20.11

sN Param.: 0.57
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
anion of 4-nitrobenzyl-CN (in MeCN)
C8H5N2O2*
MeCN

N  Param.: 20.10

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
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
1-(isoquinolin-2-ium-2-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C17H14NO*
DMSO

N  Param.: 20.08

sN Param.: 0.57
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO)
C6H9O5*
DMSO

N  Param.: 20.08

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
1-(ethoxycarbonyl)-2-oxocyclooctan-1-ide (in DMSO)
C11H17O3*
DMSO

N  Param.: 20.02

sN Param.: 0.76
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
2-(4-NO2-C6H4)CH(-)CO2Et (in DMSO)
C10H10NO4*
DMSO

N  Param.: 20.00

sN Param.: 0.71
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
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
bis(4-nitrophenyl)methanide (in DMSO)
C13H9N2O4-*
DMSO

N  Param.: 19.92

sN Param.: 0.67
***ARKIVOC 2008, (x), 37-53
10.3998/ark.5550190.[...]
2-pyridone anion (in DMSO)
*
DMSO

N  Param.: 19.91

sN Param.: 0.60
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)
C8H11N*
DMSO

N  Param.: 19.91

sN Param.: 0.62
***Eur. J. Org. Chem. 2024, , accepted
10.1002/ejoc.202400373
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 DMF)
C7H7KO2*
DMF

N  Param.: 19.90

sN Param.: 0.82
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
anion of (4-NO2-C6H4)CH2SO2Ph (in MeCN)
C13H10NO4S*
MeCN

N  Param.: 19.90

sN Param.: 0.66
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
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
1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN)
C26H37N2P*
MeCN

N  Param.: 19.85

sN Param.: 0.34
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
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
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
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in MeCN)
C8H11N*
MeCN

N  Param.: 19.69

sN Param.: 0.61
***Eur. J. Org. Chem. 2024, , accepted
10.1002/ejoc.202400373
anion of 4-nitrobenzyl-CN (in DMSO)
C8H5N2O2-*
DMSO

N  Param.: 19.67

sN Param.: 0.68
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
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
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-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
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 2-(4-NO2-C6H4)propionitrile (in DMSO)
C9H7N2O2-*
DMSO

N  Param.: 19.61

sN Param.: 0.60
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
phenylsulfinate (in DMSO)
*
DMSO

N  Param.: 19.60

sN Param.: 0.60
***J. Am. Chem. Soc. 2010, 132, 4796-4805
10.1021/ja9102056
1-ethoxy-2-methyl-1,3-dioxobutan-2-ide (in DMSO)
C7H11O3*
DMSO

N  Param.: 19.58

sN Param.: 0.73
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
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
1-(ethoxycarbonyl)-2-oxocycloheptan-1-ide
C10H15O3*
DMSO

N  Param.: 19.53

sN Param.: 0.83
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
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 4-cyanobenzyl trifluoromethyl sulfone (in 91M9AN)
C9H5F3NO2S-*
MeOH-MeCN mix

N  Param.: 19.49

sN Param.: 0.63
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
2-oxo-2-phenyl-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)
C13H12NO*
DMSO

N  Param.: 19.46

sN Param.: 0.58
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
1-methyl-2-methylene-3-phenyl-1,2-dihydropyridine (in DMSO)
C13H13N*
DMSO

N  Param.: 19.41

sN Param.: 0.61
***Eur. J. Org. Chem. 2024, , accepted
10.1002/ejoc.202400373
2-oxo-2-phenyl-1-(quinolin-1-ium-1-yl)ethan-1-ide (in DMSO)
C17H14NO*
DMSO

N  Param.: 19.38

sN Param.: 0.50
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
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[...]
1-(4-(tert-butyl)phenyl)-2-methylene-4,6-diphenyl-1,2-dihydropyridine (in DMSO)
C28H27N*
DMSO

N  Param.: 19.36

sN Param.: 0.68
***Eur. J. Org. Chem. 2024, , accepted
10.1002/ejoc.202400373
anion of 4-methylbenzyl trifluoromethyl sulfone (in DMSO)
C9H8F3O2S-*
DMSO

N  Param.: 19.35

sN Param.: 0.67
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)
C3H8N2*
dichloromethane

N  Param.: 19.31

sN Param.: 0.46
***Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092