Mayr's Database of Reactivity Parameters

C-Nucleophiles

4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 Found 562 molecules, displaying page 8 of 12 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
5-(trimethylsiloxy)-2,3-dihydrofuran
C7H14O2Si*
dichloromethane

N  Param.: 12.56

sN Param.: 0.70
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
Desoxy Breslow intermediate 2c'
*
THF

N  Param.: 12.75

sN Param.: 0.71
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
Ph3P=CH-CO2Et
*
dichloromethane

N  Param.: 12.79

sN Param.: 0.77
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
1-(phenylmethylamino)cyclopentene
C12H15N*
dichloromethane

N  Param.: 12.90

sN Param.: 0.79
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
anion of p-tolylnitromethane (in water)
C8H8NO2-*
water

N  Param.: 13.09

sN Param.: 0.50
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
Ph3P=C(CH3)-CO2Et
*
dichloromethane

N  Param.: 13.09

sN Param.: 0.73
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
anion of (4-cyanophenyl)nitromethane (in water)
C8H5N2O2-*
water

N  Param.: 13.23

sN Param.: 0.52
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
1-(N-piperidino)cyclohexene
C11H19N*
dichloromethane

N  Param.: 13.36

sN Param.: 0.81
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1-(N-morpholino)cyclopentene
C9H15NO*
dichloromethane

N  Param.: 13.41

sN Param.: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
anion of nitroethane (in 91M9AN)
C2H4NO2-*
MeOH-MeCN mix

N  Param.: 13.41

sN Param.: 0.67
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of (4-nitrophenyl)nitromethane (in water)
C7H5N2O4-*
water

N  Param.: 13.58

sN Param.: 0.52
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of p-tolylnitromethane (in 91M9AN)
C8H8NO2-*
MeOH-MeCN mix

N  Param.: 13.58

sN Param.: 0.64
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of diethyl 2-(benzoyl)malonate (in DMSO)
C14H15O5*
DMSO

N  Param.: 13.63

sN Param.: 0.80
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
anion of acetylacetone (in water)
C5H7O2-*
water

N  Param.: 13.73

sN Param.: 0.64
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
(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
5-(4-cyanobenzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C14H12NO4*
DMSO

N  Param.: 13.79

sN Param.: 0.86
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
anion of diethyl 2-(acetyl)malonate (in DMSO)
C9H13O5*
DMSO

N  Param.: 13.83

sN Param.: 0.84
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
(E)-beta-(N-piperidino)styrene (in MeCN)
*
MeCN

N  Param.: 13.84

sN Param.: 0.73
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-1-styrylpyrrolidine (in MeCN)
C12H15N*
MeCN

N  Param.: 13.87

sN Param.: 0.76
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
anion of Meldrums acid (in DMSO)
C6H7O4*
DMSO

N  Param.: 13.91

sN Param.: 0.86
***Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
Desoxy Breslow intermediate 2b
*
THF

N  Param.: 13.91

sN Param.: 0.64
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
anion of 2-nitro-1-phenylethan-1-one (in DMSO)
C8H6NO3*
DMSO

N  Param.: 13.91

sN Param.: 0.76
***Chem. Eur. J. 2015, 21, 875-884
10.1002/chem.201404500
anion of (4-cyanophenyl)nitromethane (in 91M9AN)
C8H5N2O2-*
MeOH-MeCN mix

N  Param.: 13.92

sN Param.: 0.74
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
(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
anion of nitromethane (in 91M9AN)
CH2NO2-*
MeOH-MeCN mix

N  Param.: 14.02

sN Param.: 0.61
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
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
anion of (4-nitrophenyl)nitromethane (in 91M9AN)
C7H5N2O4-*
MeOH-MeCN mix

N  Param.: 14.05

sN Param.: 0.72
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
1,3,4-triphenyl-1H-1,2,4-triazol-4-ium-5-ide (in THF)
C20H15N3*
THF

N  Param.: 14.07

sN Param.: 0.84
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
1-pyrrolidino-3,4-dihydronaphthalene (in MeCN)
C14H17N*
MeCN

N  Param.: 14.09

sN Param.: 0.66
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
2-thiobarbiturate anion (in DMSO)
C4H3N2O2S*
DMSO

N  Param.: 14.24

sN Param.: 0.82
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
anion of (3-nitrophenyl)nitromethane (in water)
C7H5N2O4-*
water

N  Param.: 14.25

sN Param.: 0.46
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of 3-methyl acetylacetone (in water)
C6H9O2-*
water

N  Param.: 14.33

sN Param.: 0.69
***J. Am. Chem. Soc. 2003, 125, 12980-12986
10.1021/ja036838e
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in DMSO)
C30H32N2O*
DMSO

N  Param.: 14.40

sN Param.: 0.64
***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)
C29H23N3O*
THF

N  Param.: 14.40

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
Desoxy Breslow intermediate 2a'
*
THF

N  Param.: 14.45

sN Param.: 0.71
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
3-methyl-2,4-dioxotetrahydro-2H-pyran-3-ide (in DMSO)
C6H7O3*
DMSO

N  Param.: 14.46

sN Param.: 0.91
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
(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
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C15H18NO4*
DMSO

N  Param.: 14.48

sN Param.: 0.86
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
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 (3-nitrophenyl)nitromethane (in 91M9AN)
C7H5N2O4-*
MeOH-MeCN mix

N  Param.: 14.75

sN Param.: 0.71
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
MeO-Breslow 1a
*
THF

N  Param.: 14.77

sN Param.: 0.80
***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
1,3-diethyl-thiobarbiturate anion (in DMSO)
C8H11N2O2S*
DMSO

N  Param.: 14.90

sN Param.: 0.80
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1-(N-pyrrolidino)cyclohexene
C10H17N*
dichloromethane

N  Param.: 14.91

sN Param.: 0.86
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
anion of diethyl 2-(4-nitrophenyl)malonate (in DMSO)
C13H14NO6*
DMSO

N  Param.: 14.94

sN Param.: 0.96
***Eur. J. Org. Chem. 2016, , 1841-1848
10.1002/ejoc.201600107
methyl (cyclohexen-1-yl)prolinate (in MeCN)
*
MeCN

N  Param.: 14.96

sN Param.: 0.68
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
10.1002/anie.201004344
anion of 1,2,3-triphenylpropane-1,3-dione (in DMSO)
C21H15O2*
DMSO

N  Param.: 14.99

sN Param.: 0.83
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C13H13O4*
DMSO

N  Param.: 15.02

sN Param.: 0.75
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
1-(N-piperidino)cyclopentene
C10H17N*
dichloromethane

N  Param.: 15.06

sN Param.: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
anion of (phenylmethylenedisulfonyl)dibenzene (in DMSO)
C19H15O4S2*
DMSO

N  Param.: 15.07

sN Param.: 0.79
***Eur. J. Org. Chem. 2017, , 1196-1202
10.1002/ejoc.201601513
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C14H15O5*
DMSO

N  Param.: 15.13

sN Param.: 0.75
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161