Carbanions
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| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
anion of 3-methyl acetylacetone (in water)  |
water | N Param.: 14.33 sN Param.: 0.69 |  | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of 4-nitrobenzyl trifluoromethyl sulfone (in DMSO) |
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) |
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) |
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) |
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) |
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) |
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) |
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) |
MeOH-MeCN mix | N Param.: 20.72 sN Param.: 0.58 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b |
(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 |
1-ethoxy-3-(4-nitrophenyl)-1,3-dioxopropan-2-ide (in DMSO) |
DMSO | N Param.: 16.26 sN Param.: 0.83 | | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147 |
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in MeCN) |
MeCN | N Param.: 16.15 sN Param.: 0.99 | | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
anion of 4-cyanobenzyl trifluoromethyl sulfone (in MeCN) |
MeCN | N Param.: 15.62 sN Param.: 0.99 | | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
anion of 4-nitrobenzyl-CN (in MeCN) |
MeCN | N Param.: 20.10 sN Param.: 0.71 | | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
anion of (4-NO2-C6H4)CH2SO2Ph (in MeCN) |
MeCN | N Param.: 19.90 sN Param.: 0.66 | | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
anion of nitromethane (in 91M9AN) |
MeOH-MeCN mix | N Param.: 14.02 sN Param.: 0.61 | | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of nitroethane (in 91M9AN) |
MeOH-MeCN mix | N Param.: 13.41 sN Param.: 0.67 | | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of 2-nitropropane (in 91M9AN) |
MeOH-MeCN mix | N Param.: 12.20 sN Param.: 0.71 | | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of phenylnitromethane (in 91M9AN) |
MeOH-MeCN mix | N Param.: 12.51 sN Param.: 0.67 | | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of p-tolylnitromethane (in 91M9AN) |
MeOH-MeCN mix | N Param.: 13.58 sN Param.: 0.64 | | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of (4-nitrophenyl)nitromethane (in 91M9AN) |
MeOH-MeCN mix | N Param.: 14.05 sN Param.: 0.72 | | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of (3-nitrophenyl)nitromethane (in 91M9AN) |
MeOH-MeCN mix | N Param.: 14.75 sN Param.: 0.71 | | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of (4-cyanophenyl)nitromethane (in 91M9AN) |
MeOH-MeCN mix | N Param.: 13.92 sN Param.: 0.74 | | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of ethyl cyanoacetate (in 91M9AN) |
MeOH-MeCN mix | N Param.: 18.59 sN Param.: 0.65 | | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of malononitrile (in 91M9AN) |
MeOH-MeCN mix | N Param.: 18.21 sN Param.: 0.69 | | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of dimethyl malonate (in 91M9AN) |
MeOH-MeCN mix | N Param.: 18.24 sN Param.: 0.64 | | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
2-PhCH(-)CO2Et (in DMSO) |
DMSO | N Param.: 27.54 sN Param.: 0.57 | | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-(3-Cl-C6H4)CH(-)CO2Et (in DMSO) |
DMSO | N Param.: 27.57 sN Param.: 0.53 | | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-(4-Br-C6H4)CH(-)CO2Et (in DMSO) |
DMSO | N Param.: 27.62 sN Param.: 0.53 | | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-(4-CN-C6H4)CH(-)CO2Et (in DMSO) |
DMSO | N Param.: 23.64 sN Param.: 0.65 | | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-(4-NO2-C6H4)CH(-)CO2Et (in DMSO) |
DMSO | N Param.: 20.00 sN Param.: 0.71 | | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-(pyrid-4-yl)CH(-)CO2Et (in DMSO) |
DMSO | N Param.: 23.27 sN Param.: 0.70 | | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
1-ethoxy-2-methyl-1,3-dioxobutan-2-ide (in DMSO) |
DMSO | N Param.: 19.58 sN Param.: 0.73 | | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(ethoxycarbonyl)-2-oxocyclopentan-1-ide (in DMSO) |
DMSO | N Param.: 18.63 sN Param.: 0.82 | | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(ethoxycarbonyl)-2-oxocyclohexan-1-ide (in DMSO) |
DMSO | N Param.: 18.32 sN Param.: 0.84 | | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(ethoxycarbonyl)-2-oxocycloheptan-1-ide |
DMSO | N Param.: 19.53 sN Param.: 0.83 | | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(ethoxycarbonyl)-2-oxocyclooctan-1-ide (in DMSO) |
DMSO | N Param.: 20.02 sN Param.: 0.76 | | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(ethoxycarbonyl)-2-oxocyclododecan-1-ide (in DMSO) |
DMSO | N Param.: 20.60 sN Param.: 0.63 | | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
3-methyl-2,4-dioxotetrahydro-2H-pyran-3-ide (in DMSO) |
DMSO | N Param.: 14.46 sN Param.: 0.91 | | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
3-acetyl-2-oxotetrahydro-2H-pyran-3-ide (in DMSO) |
DMSO | N Param.: 17.00 sN Param.: 0.74 | | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
anion of diethyl 2-(isopropyl)malonate (in DMSO) |
DMSO | N Param.: 18.74 sN Param.: 0.71 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-butylmalonate (in DMSO) |
DMSO | N Param.: 23.00 sN Param.: 0.55 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-cyclohexylmalonate (in DMSO) |
DMSO | N Param.: 19.23 sN Param.: 0.67 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-phenylmalonate (in DMSO) |
DMSO | N Param.: 15.93 sN Param.: 0.99 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(4-nitrophenyl)malonate (in DMSO) |
DMSO | N Param.: 14.94 sN Param.: 0.96 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of triethyl methanetricarboxylate (in DMSO) |
DMSO | N Param.: 15.33 sN Param.: 0.72 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(acetyl)malonate (in DMSO) |
DMSO | N Param.: 13.83 sN Param.: 0.84 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |