Carbanions in DMSO
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
enolate of 3-isochromanone (in DMSO)  |
DMSO | N Param.: 25.39 sN Param.: 0.54 |  | J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277 |
enolate of 2-coumaranone (in DMSO) |
DMSO | N Param.: 19.60 sN Param.: 0.75 | | J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277 |
1-((diphenylmethylene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO) |
DMSO | N Param.: 26.95 sN Param.: 0.52 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
2-(tert-butoxy)-1-((diphenylmethylene)amino)-2-oxoethan-1-ide (in DMSO) |
DMSO | N Param.: 27.77 sN Param.: 0.47 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO) |
DMSO | N Param.: 29.10 sN Param.: 0.50 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO) |
DMSO | N Param.: 29.02 sN Param.: 0.49 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
2-(benzylideneamino)-1-ethoxy-1-oxopropan-2-ide (in DMSO) |
DMSO | N Param.: 30.82 sN Param.: 0.41 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
cyano((diphenylmethylene)amino)methanide |
DMSO | N Param.: 29.50 sN Param.: 0.50 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
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 |
chloro(phenylsulfonyl)methanide (in DMSO) |
DMSO | N Param.: 28.27 sN Param.: 0.42 | | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
bromo(phenylsulfonyl)methanide (in DMSO) |
DMSO | N Param.: 23.90 sN Param.: 0.62 | | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
chloro((4-cyanophenyl)sulfonyl)methanide (in DMSO) |
DMSO | N Param.: 25.59 sN Param.: 0.51 | | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
chloro((4-nitrophenyl)sulfonyl)methanide (in DMSO) |
DMSO | N Param.: 24.88 sN Param.: 0.49 | | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
chloro((4-chlorophenyl)sulfonyl)methanide (in DMSO) |
DMSO | N Param.: 26.90 sN Param.: 0.45 | | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
anion of ethyl 2-cyano-2-phenylacetate (in DMSO) |
DMSO | N Param.: 15.85 sN Param.: 1.04 | | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 |
anion of 2-phenylmalononitrile (in DMSO) |
DMSO | N Param.: 15.58 sN Param.: 1.00 | | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 |
anion of 2-phenyl-2-(phenylsulfonyl)acetonitrile (in DMSO) |
DMSO | N Param.: 15.97 sN Param.: 0.72 | | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 |
anion of (phenylmethylenedisulfonyl)dibenzene (in DMSO) |
DMSO | N Param.: 15.07 sN Param.: 0.79 | | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 |
anion of 1,2,3-triphenylpropane-1,3-dione (in DMSO) |
DMSO | N Param.: 14.99 sN Param.: 0.83 | | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 |
barbiturate anion (in DMSO) |
DMSO | N Param.: 15.59 sN Param.: 0.80 | | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
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 |
2-thiobarbiturate anion (in DMSO) |
DMSO | N Param.: 14.24 sN Param.: 0.82 | | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
1,3-diethyl-thiobarbiturate anion (in DMSO) |
DMSO | N Param.: 14.90 sN Param.: 0.80 | | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
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 |
anion of diethyl 2-(benzoyl)malonate (in DMSO) |
DMSO | N Param.: 13.63 sN Param.: 0.80 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of 5-phenyl Meldrum's acid (in DMSO) |
DMSO | N Param.: 11.54 sN Param.: 0.95 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of 5-(p-anisyl) Meldrum's acid (in DMSO) |
DMSO | N Param.: 12.35 sN Param.: 0.90 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
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 |
bis(phenylsulfonyl)methanide (in DMSO) |
DMSO | N Param.: 15.68 sN Param.: 0.74 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
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 |
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 |
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 |
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-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 |
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 |
2-ethoxy-1-fluoro-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO) |
DMSO | N Param.: 20.51 sN Param.: 0.64 | | 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 |
1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO) |
DMSO | N Param.: 20.63 sN Param.: 0.76 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
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 |
1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO) |
DMSO | N Param.: 20.08 sN Param.: 0.74 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
anion of 1,2-diphenylethanone (in DMSO) |
DMSO | N Param.: 23.15 sN Param.: 0.60 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
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 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 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 1-phenylbutane-1,3-dione (in DMSO) |
DMSO | N Param.: 16.03 sN Param.: 0.86 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
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 |
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 |
anion of 2-nitro-1-phenylethan-1-one (in DMSO) |
DMSO | N Param.: 13.91 sN Param.: 0.76 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of 1-phenylpropan-2-one (in DMSO) |
DMSO | N Param.: 24.99 sN Param.: 0.60 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of (benzylsulfonyl)benzene (in DMSO) |
DMSO | N Param.: 25.77 sN Param.: 0.56 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of ethyl 2-nitroacetate (in DMSO) |
DMSO | N Param.: 15.24 sN Param.: 0.74 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
potassium indenide (in DMSO) |
DMSO | N Param.: 24.16 sN Param.: 0.68 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
sodium indenide (in DMSO) |
DMSO | N Param.: 23.74 sN Param.: 0.71 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
lithium indenide (in DMSO) |
DMSO | N Param.: 23.66 sN Param.: 0.70 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
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 |
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) |
DMSO | N Param.: 14.48 sN Param.: 0.86 | | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) |
DMSO | N Param.: 15.13 sN Param.: 0.75 | | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) |
DMSO | N Param.: 15.02 sN Param.: 0.75 | | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
5-(4-cyanobenzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) |
DMSO | N Param.: 13.79 sN Param.: 0.86 | | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
2,2-dimethyl-5-(4-nitrobenzyl)-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) |
DMSO | N Param.: 12.02 sN Param.: 1.17 | | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
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 |
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 |
MeSO-CH-CO2Et (in DMSO) |
DMSO | N Param.: 20.61 sN Param.: 0.64 | | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
anion of 4-(trifluoromethyl)benzyl-CN (in DMSO) |
DMSO | N Param.: 27.28 sN Param.: 0.50 | | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 4-cyanobenzyl-CN (in DMSO) |
DMSO | N Param.: 25.11 sN Param.: 0.54 | | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 4-nitrobenzyl-CN (in DMSO) |
DMSO | N Param.: 19.67 sN Param.: 0.68 | | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 2-phenyl-propionitrile (in DMSO) |
DMSO | N Param.: 28.95 sN Param.: 0.58 | | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 2-(4-CN-C6H4)propionitrile (in DMSO) |
DMSO | N Param.: 25.35 sN Param.: 0.56 | | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 2-(4-NO2-C6H4)propionitrile (in DMSO) |
DMSO | N Param.: 19.61 sN Param.: 0.60 | | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
(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 |
bis(4-nitrophenyl)methanide (in DMSO) |
DMSO | N Param.: 19.92 sN Param.: 0.67 | | ARKIVOC 2008, (x), 37-53 10.3998/ark.5550190.[...] |
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 |
anion of (4-CN-C6H4)CH2SO2Ph (in DMSO) |
DMSO | N Param.: 22.60 sN Param.: 0.57 | | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h |
anion of (4-CF3-C6H4)CH2SO2Ph (in DMSO) |
DMSO | N Param.: 24.30 sN Param.: 0.51 | | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h |
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 |