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)
O-ethyl dithiocarbonate (in MeCN)
*
MeCN

N  Param.: 19.30

sN Param.: 0.69
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
O-isopropyl dithiocarbonate (in MeCN)
*
MeCN

N  Param.: 18.27

sN Param.: 0.78
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
OH- (in 50/50 water/MeCN)
HO*
water-MeCN mix

N  Param.: 10.19

sN Param.: 0.62
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
OH- (in water)
HO*
water

N  Param.: 10.47

sN Param.: 0.61
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
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-(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-(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
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-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-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-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
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-cymene
C10H14*
dichloromethane

N  Param.: -2.80

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
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
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-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-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 H2O)
C7H7KO*
water

N  Param.: 14.30

sN Param.: 0.55
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-nitrobenzoate (in acetone)
*
acetone

N  Param.: 18.74

sN Param.: 0.68
***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-nitrophenolate (in DMSO)
C6H4NO3*
DMSO

N  Param.: 14.32

sN Param.: 0.77
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
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
p-tosylmethyl isocyanide (TosMIC)
C9H9NO2S*
dichloromethane

N  Param.: 3.50

sN Param.: 0.76
***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
perhydroazepine (in water)
C6H13N*
water

N  Param.: 18.29

sN Param.: 0.46
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
peroxomonosulfate (in water)
O5S*
water

N  Param.: 14.41

sN Param.: 0.60
***Org. Lett. 2018, 20, 2816-2820
10.1021/acs.orglett.[...]
peroxy-beta-alanate
*
water

N  Param.: 14.07

sN Param.: 0.56
***Eur. J. Org. Chem. 2018, , 6010-6017
10.1002/ejoc.201801158
peroxy-GABA
*
water

N  Param.: 14.33

sN Param.: 0.57
***Eur. J. Org. Chem. 2018, , 6010-6017
10.1002/ejoc.201801158
peroxybenzoate (in H2O)
C7H5O3*
water

N  Param.: 18.57

sN Param.: 0.43
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
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
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
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-C(O)Me (in MeCN)
C21H19OP*
MeCN

N  Param.: 10.27

sN Param.: 0.83
***J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
Ph3P=CH-CHO (in MeCN)
C20H17OP*
MeCN

N  Param.: 9.09

sN Param.: 0.74
***J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
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-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=CH-COPh
*
dichloromethane

N  Param.: 9.54

sN Param.: 0.97
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
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
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
phenylacetylene
C8H6*
dichloromethane

N  Param.: -0.04

sN Param.: 0.77
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
phenylalanine (anionic, in water)
C9H10NO2*
water

N  Param.: 14.12

sN Param.: 0.53
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
phenyldiazomethane
C7H6N2*
dichloromethane

N  Param.: 9.35

sN Param.: 0.83
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
phenylsilane
C6H8Si*
dichloromethane

N  Param.: 0.06

sN Param.: 0.71
***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
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
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
phthalimide anion (in DMSO)
*
DMSO

N  Param.: 15.52

sN Param.: 0.67
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
phthalimidoperoxyhexanoate (in H2O)
C14H20NO5*
water

N  Param.: 16.02

sN Param.: 0.54
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
piperazine (in water)
C4H10N2*
water

N  Param.: 17.22

sN Param.: 0.50
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
piperidin-1-yl dithiocarbamate (in MeCN)
*
MeCN

N  Param.: 23.84

sN Param.: 0.57
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
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
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)-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
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 allyltrifluoroborate (in MeCN)
C3H5BF3K*
MeCN

N  Param.: 5.29

sN Param.: 0.87
**J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
potassium indenide (in DMSO)
C9H7K*
DMSO

N  Param.: 24.16

sN Param.: 0.68
***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
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 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
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
prenyl-tributylstannane
C17H36Sn*
dichloromethane

N  Param.: 4.74

sN Param.: 1.15
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
propargylamine (in water)
C3H5N*
water

N  Param.: 12.29

sN Param.: 0.59
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
propene
C3H6*
dichloromethane

N  Param.: -2.41

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
purine anion (in DMSO)
*
DMSO

N  Param.: 15.03

sN Param.: 0.77
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
purine anion (in water)
*
water

N  Param.: 11.00

sN Param.: 0.54
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
pyridine (in CH2Cl2)
C5H5N*
dichloromethane

N  Param.: 12.90

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
pyridine (in H2O)
C5H5N*
water

N  Param.: 11.05

sN Param.: 0.73
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
pyridine (in MeCN)
C5H5N*
MeCN

N  Param.: 13.60

sN Param.: 0.60
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
pyrrole
C4H5N*
dichloromethane

N  Param.: 4.63

sN Param.: 1.00
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
pyrrolidin-1-yl dithiocarbamate (in MeCN)
*
MeCN

N  Param.: 22.40

sN Param.: 0.63
***Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
pyrrolidine (in 91M9AN)
C4H9N*
MeOH-MeCN mix

N  Param.: 15.97

sN Param.: 0.63
***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
pyrrolidine (in water)
C4H9N*
water

N  Param.: 17.21

sN Param.: 0.49
***J. Org. Chem. 2007, 72, 3679-3688
10.1021/jo062586z
pyrrolidine (inMeCN)
C4H9N*
MeCN

N  Param.: 18.58

sN Param.: 0.61
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
quinidine
*
dichloromethane

N  Param.: 10.54

sN Param.: 0.74
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
quinine
*
dichloromethane

N  Param.: 10.46

sN Param.: 0.75
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
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
saccharin anion (in MeCN)
*
MeCN

N  Param.: 10.78

sN Param.: 0.89
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
semicarbazide (in water)
CH5N3O*
water

N  Param.: 11.05

sN Param.: 0.52
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
serine (anionic, in water)
C3H6NO3*
water

N  Param.: 13.16

sN Param.: 0.55
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
SO3(2-) (in water)
O3S*
water

N  Param.: 16.83

sN Param.: 0.56
***J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
sodium indenide (in DMSO)
C9H7Na*
DMSO

N  Param.: 23.74

sN Param.: 0.71
***Angew. Chem. Int. Ed. 2015, 54, 12497-12500
10.1002/anie.201501385
styrene
C8H8*
dichloromethane

N  Param.: 0.78

sN Param.: 0.95
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
succinimide anion (in DMSO)
*
DMSO

N  Param.: 16.03

sN Param.: 0.66
***J. Org. Chem. 2010, 75, 5250-5258
10.1021/jo1009883
t-butylperoxy anion (in H2O)
C4H9O2*
water

N  Param.: 14.29

sN Param.: 0.51
***Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
TCAP (in MeCN)
C11H14N2*
MeCN

N  Param.: 15.60

sN Param.: 0.68
***Chem. Eur. J. 2013, 19, 6435-6442
10.1002/chem.201204452
tert-butanol (in MeCN)
*
MeCN

N  Param.: 5.35

sN Param.: 0.72
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
tert-butyl hydrazinecarboxylate (in MeCN)
*
MeCN

N  Param.: 11.40

sN Param.: 0.70
***J. Org. Chem. 2012, 77, 8142-8155
10.1021/jo301497g