Mayr's Database of Reactivity Parameters

Nucleophiles

5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 Found 1292 molecules, displaying page 9 of 13 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
10% methanol/90% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 5.55

sN Param.: 0.97
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
thiocyanate (in MeCN)
CNS*
MeCN

N  Param.: 17.94

sN Param.: 0.60
***J. Am. Chem. Soc. 2003, 125, 14126-14132
10.1021/ja037317u
thiocyanate (in MeCN)
CNS*
MeCN

N  Param.: 12.13

sN Param.: 0.60
*J. Am. Chem. Soc. 2003, 125, 14126-14132
10.1021/ja037317u
chloride (in MeOH)
Cl*
MeOH

N  Param.: 12.90

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 50/50 MeOH/MeCN)
Cl*
MeOH-MeCN mix

N  Param.: 14.10

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in EtOH)
Cl*
EtOH

N  Param.: 14.70

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 80% aq EtOH)
Cl*
water-EtOH mix

N  Param.: 13.00

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 50% aq EtOH)
Cl*
water-EtOH mix

N  Param.: 11.80

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in H2O)
Cl*
water

N  Param.: 10.10

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 20% aq MeCN)
Cl*
water-MeCN mix

N  Param.: 11.31

sN Param.: 0.58
***J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 40% aq MeCN)
Cl*
water-MeCN mix

N  Param.: 11.30

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 50% aq MeCN)
Cl*
water-MeCN mix

N  Param.: 12.00

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 60% aq MeCN)
Cl*
water-MeCN mix

N  Param.: 12.00

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in 80% aq MeCN)
Cl*
water-MeCN mix

N  Param.: 13.30

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in MeCN)
Cl*
MeCN

N  Param.: 17.20

sN Param.: 0.60
**J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in CF3CH2OH)
Cl*
TFE

N  Param.: 10.30

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
chloride (in hexafluoroisopropanol)
Cl*
HFIP

N  Param.: 8.00

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in 80% aq EtOH)
Br*
water-EtOH mix

N  Param.: 14.50

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in 50% aq EtOH)
Br*
water-EtOH mix

N  Param.: 13.60

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in H2O)
Br*
water

N  Param.: 11.70

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in 20% aq MeCN)
Br*
water-MeCN mix

N  Param.: 12.20

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in 40% aq MeCN)
Br*
water-MeCN mix

N  Param.: 12.80

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in 50% aq MeCN)
Br*
water-MeCN mix

N  Param.: 13.80

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
bromide (in CF3CH2OH)
Br*
TFE

N  Param.: 11.70

sN Param.: 0.60
*J. Am. Chem. Soc. 2005, 127, 2641-2649
10.1021/ja045562n
anion of 4-nitrobenzyl trifluoromethyl sulfone (in DMSO)
C8H5F3NO4S-*
DMSO

N  Param.: 14.49

sN Param.: 0.86
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-cyanobenzyl trifluoromethyl sulfone (in DMSO)
C9H5F3NO2S-*
DMSO

N  Param.: 16.28

sN Param.: 0.75
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in DMSO)
C9H5F6O2S-*
DMSO

N  Param.: 17.33

sN Param.: 0.74
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of benzyl trifluoromethyl sulfone (in DMSO)
C8H6F3O2S-*
DMSO

N  Param.: 18.67

sN Param.: 0.68
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
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
anion of 4-nitrobenzyl trifluoromethyl sulfone (in 91M9AN)
C8H5F3NO4S-*
MeOH-MeCN mix

N  Param.: 18.24

sN Param.: 0.66
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
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
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in 91M9AN)
C9H5F6O2S-*
MeOH-MeCN mix

N  Param.: 20.72

sN Param.: 0.58
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
Ph3P=CH-CO2Et
*
dichloromethane

N  Param.: 12.79

sN Param.: 0.77
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 12.21

sN Param.: 0.62
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=C(CH3)-CO2Et
*
dichloromethane

N  Param.: 13.09

sN Param.: 0.73
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=CH-CN
*
dichloromethane

N  Param.: 12.29

sN Param.: 0.75
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=CH-COPh
*
dichloromethane

N  Param.: 9.54

sN Param.: 0.97
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
(EtO)2P(O)CH(-)CO2Et (in DMSO)
*
DMSO

N  Param.: 19.23

sN Param.: 0.65
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
(EtO)2P(O)CH(-)CN (in DMSO)
*
DMSO

N  Param.: 18.57

sN Param.: 0.66
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph2P(O)CH(-)CO2Et (in DMSO)
*
DMSO

N  Param.: 19.20

sN Param.: 0.69
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph2P(O)CH(-)CN (in DMSO)
*
DMSO

N  Param.: 18.69

sN Param.: 0.72
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
2-aminobutan-1-ol (in DMSO)
*
DMSO

N  Param.: 14.39

sN Param.: 0.67
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
benzylamine (in DMSO)
*
DMSO

N  Param.: 15.28

sN Param.: 0.65
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
1-aminopropan-2-ol (in DMSO)
*
DMSO

N  Param.: 15.47

sN Param.: 0.65
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
diethanolamine (in DMSO)
*
DMSO

N  Param.: 15.51

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

N  Param.: 16.07

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

N  Param.: 19.60

sN Param.: 0.60
***J. Am. Chem. Soc. 2010, 132, 4796-4805
10.1021/ja9102056
phenylsulfinate (in MeCN)
*
MeCN

N  Param.: 20.11

sN Param.: 0.59
***J. Am. Chem. Soc. 2010, 132, 4796-4805
10.1021/ja9102056
phenylsulfinate (in 50W50AN)
*
water-MeCN mix

N  Param.: 13.75

sN Param.: 0.68
***J. Am. Chem. Soc. 2010, 132, 4796-4805
10.1021/ja9102056
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
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
2-pyridone anion (in water)
*
water

N  Param.: 12.47

sN Param.: 0.52
***J. Am. Chem. Soc. 2010, 132, 15380-15389
10.1021/ja106962u
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
DMSO (O attack)
*
DMSO

N  Param.: 11.30

sN Param.: 0.74
***J. Am. Chem. Soc. 2009, 131, 11392-11401
10.1021/ja903207b
(4-Br-C6H4)-(CO)-CH=SMe2 (in DMSO)
*
DMSO

N  Param.: 13.78

sN Param.: 0.72
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
(C6H5)-(CO)-CH=SMe2 (in DMSO)
*
DMSO

N  Param.: 13.95

sN Param.: 0.69
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
(4-MeO-C6H4)-(CO)-CH=SMe2 (in DMSO)
*
DMSO

N  Param.: 14.48

sN Param.: 0.71
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
(4-Me2N-C6H4)-(CO)-CH=SMe2 (in DMSO)
*
DMSO

N  Param.: 15.68

sN Param.: 0.65
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
Me2S=CH(p-NO2-C6H4) (in DMSO)
*
DMSO

N  Param.: 18.42

sN Param.: 0.65
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
Me2S=CH(4-CN-C6H4) (in DMSO)
*
DMSO

N  Param.: 21.07

sN Param.: 0.68
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
Me2S(O)=CH2 (in DMSO)
*
DMSO

N  Param.: 21.29

sN Param.: 0.47
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
acetate (in MeCN)
*
MeCN

N  Param.: 16.90

sN Param.: 0.75
***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 80A20W)
*
aq acetone

N  Param.: 12.50

sN Param.: 0.60
**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
benzoate (in MeCN)
*
MeCN

N  Param.: 16.82

sN Param.: 0.70
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
benzoate (in 90AN10W)
*
aq MeCN

N  Param.: 11.30

sN Param.: 0.72
**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
p-nitrobenzoate (in MeCN)
*
MeCN

N  Param.: 15.30

sN Param.: 0.76
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
p-nitrobenzoate (in acetone)
*
acetone

N  Param.: 18.74

sN Param.: 0.68
***J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
3,5-dinitrobenzoate (in MeCN)
*
MeCN

N  Param.: 14.90

sN Param.: 0.71
**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
3,5-dinitrobenzoate (in acetone)
*
acetone

N  Param.: 18.80

sN Param.: 0.62
**J. Am. Chem. Soc. 2008, 130, 3012-3022
10.1021/ja0765464
2-methyl-pent-1-ene
*
dichloromethane

N  Param.: 0.84

sN Param.: 1.06
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
1-(N-piperidino)cyclohexene (in MeCN)
*
MeCN

N  Param.: 14.02

sN Param.: 0.76
***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
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
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran (in MeCN)
*
MeCN

N  Param.: 10.52

sN Param.: 0.78
***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
1-methoxy-2-methyl-1-(trimethylsiloxy)propene (in MeCN)
*
MeCN

N  Param.: 9.11

sN Param.: 0.88
***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
n-butyl vinyl ether
*
dichloromethane

N  Param.: 3.76

sN Param.: 0.91
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
acetonitrile (in MeCN)
*
MeCN

N  Param.: 2.23

sN Param.: 0.84
***J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
potassium trifluoro(1-methyl-1H-indol-2-yl)borate
C9H8BF3KN*
MeCN

N  Param.: 9.55

sN Param.: 1.16
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium trifluoro(1-methyl-1H-indol-5-yl)borate
C9H8BF3KN*
MeCN

N  Param.: 8.77

sN Param.: 1.09
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium (1-(tert-butoxycarbonyl)-1H-indol-2-yl)trifluoroborate
C13H14BF3KNO2*
MeCN

N  Param.: 6.46

sN Param.: 0.96
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium (1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)trifluoroborate
C14H16BF3KNO3*
MeCN

N  Param.: 7.10

sN Param.: 1.18
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium (1-(tert-butoxycarbonyl)-1H-indol-3-yl)trifluoroborate
C13H14BF3KNO2*
MeCN

N  Param.: 4.06

sN Param.: 0.79
**J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
tert-butyl indole-1-carboxylate
C13H15NO2*
MeCN

N  Param.: 1.68

sN Param.: 1.26
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium trifluoro(furan-2-yl)borate
C4H3BF3KO*
MeCN

N  Param.: 5.99

sN Param.: 0.79
**J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium trifluoro(furan-3-yl)borate
C4H3BF3KO*
MeCN

N  Param.: 6.83

sN Param.: 0.93
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium trifluoro(3-methoxy-thiophen-2-yl)borate
C5H5BF3KOS*
MeCN

N  Param.: 7.32

sN Param.: 0.90
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
3-methoxythiophene
C5H6OS*
MeCN

N  Param.: 3.06

sN Param.: 1.19
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
2-ethoxy-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)
C9H12NO2*
DMSO

N  Param.: 26.71

sN Param.: 0.37
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
2-(diethylamino)-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)
C11H17N2O*
DMSO

N  Param.: 27.45

sN Param.: 0.38
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
cyano(pyridin-1-ium-1-yl)methanide (in DMSO)
C7H7N2*
DMSO

N  Param.: 25.94

sN Param.: 0.42
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
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
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-(4-(dimethylamino)pyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C15H17N2O*
DMSO

N  Param.: 21.61

sN Param.: 0.58
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
1-(3-chloropyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C13H11ClNO*
DMSO

N  Param.: 17.98

sN Param.: 0.63
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
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
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
1,4-dimethylcyclohexa-1,4-diene (in CH2Cl2)
C8H12*
dichloromethane

N  Param.: 1.88

sN Param.: 0.96
**J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
1,3,5-trimethylcyclohexa-1,4-diene (in CH2Cl2)
C9H14*
dichloromethane

N  Param.: 4.95

sN Param.: 0.79
**J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y