Carbanions
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| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)  |
DMSO | N Param.: 16.06 sN Param.: 0.69 |  | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
anion of diethyl malonate (in water) |
water | N Param.: 16.15 sN Param.: 0.66 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
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 |
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 dimedone (in DMSO) |
DMSO | N Param.: 16.27 sN Param.: 0.77 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
cyanide (in MeCN) |
MeCN | N Param.: 16.27 sN Param.: 0.70 | | Angew. Chem. Int. Ed. 2005, 44, 142-145 10.1002/anie.200461640 |
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-nitrophenyl)nitromethane (in DMSO) |
DMSO | N Param.: 16.29 sN Param.: 0.75 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of 3-oxo-3-phenylpropanenitrile (in DMSO) |
DMSO | N Param.: 16.55 sN Param.: 0.78 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of diethyl 2-(p-anisyl)malonate (in DMSO) |
DMSO | N Param.: 16.73 sN Param.: 0.91 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of (4-cyanophenyl)nitromethane (in DMSO) |
DMSO | N Param.: 16.96 sN Param.: 0.73 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
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 1-phenyl-2-(phenylsulfonyl)ethanone (in DMSO) |
DMSO | N Param.: 17.19 sN Param.: 0.56 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
methoxybis(phenylsulfonyl)methanide (in DMSO) |
DMSO | N Param.: 17.29 sN Param.: 0.70 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
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 |
2-methoxy-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO) |
DMSO | N Param.: 17.36 sN Param.: 0.71 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
anion of 1,3-diphenylpropane-1,3-dione (in DMSO) |
DMSO | N Param.: 17.46 sN Param.: 0.65 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
fluorobis(phenylsulfonyl)methanide (in DMSO) |
DMSO | N Param.: 17.46 sN Param.: 0.73 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
1,3-dimethylbarbiturate anion (in DMSO) |
DMSO | N Param.: 17.46 sN Param.: 0.72 | | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
anion of ethyl 3-oxo-3-phenylpropanoate (in DMSO) |
DMSO | N Param.: 17.52 sN Param.: 0.74 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of acetylacetone (in DMSO) |
DMSO | N Param.: 17.64 sN Param.: 0.73 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of diethyl methylmalonate (in water) |
water | N Param.: 17.68 sN Param.: 0.50 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
MeSO2-CH-CO2Et (in DMSO) |
DMSO | N Param.: 18.00 sN Param.: 0.66 | | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
anion of (3-nitrophenyl)nitromethane (in DMSO) |
DMSO | N Param.: 18.06 sN Param.: 0.71 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
2-chloro-1,3-diethoxy-1,3-dioxopropan-2-ide (in DMSO) |
DMSO | N Param.: 18.19 sN Param.: 0.74 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
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 |
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 phenylnitromethane (in DMSO) |
DMSO | N Param.: 18.29 sN Param.: 0.71 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of p-tolylnitromethane (in DMSO) |
DMSO | N Param.: 18.31 sN Param.: 0.76 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
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 |
anion of 3-methyl acetylacetone (in DMSO) |
DMSO | N Param.: 18.38 sN Param.: 0.72 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of (4-NO2-C6H4)CH2SO2Ph (in DMSO) |
DMSO | N Param.: 18.50 sN Param.: 0.75 | | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h |
(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 |
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 |
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 |
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 |
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 |
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 |
2-ethoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO) |
DMSO | N Param.: 18.81 sN Param.: 0.59 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
anion of ethyl acetylacetate (in DMSO) |
DMSO | N Param.: 18.82 sN Param.: 0.69 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
2-fluoro-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO) |
DMSO | N Param.: 19.03 sN Param.: 0.58 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-ethoxy-1-methoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO) |
DMSO | N Param.: 19.15 sN Param.: 0.59 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
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 |
(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 |
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 N,N-diethyl-3-oxo-3-phenylpropanoate (in DMSO) |
DMSO | N Param.: 19.28 sN Param.: 0.65 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
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 malononitrile (in DMSO) |
DMSO | N Param.: 19.36 sN Param.: 0.67 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
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 |