Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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 | |
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 | |
p-nitrophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 14.32 sN Param.: 0.77 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
o-nitrophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 15.48 sN Param.: 0.71 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
m-nitrophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 21.29 sN Param.: 0.54 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
p-cyanophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.78 sN Param.: 0.57 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
o-(trifluoromethyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.47 sN Param.: 0.61 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
p-(trifluoromethyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.98 sN Param.: 0.63 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
m-(trifluoromethyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 22.62 sN Param.: 0.51 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
p-chlorophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 20.34 sN Param.: 0.64 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.86 sN Param.: 0.71 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
p-methylphenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.08 sN Param.: 0.87 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
p-(tert-butyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.67 sN Param.: 0.79 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
p-methoxyphenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 20.09 sN Param.: 0.80 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
o,o'-di-tert-butylphenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 21.02 sN Param.: 0.59 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
4-nitrothiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.92 sN Param.: 0.87 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
3,5-bis(trifluoromethyl)thiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.71 sN Param.: 0.86 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
4-(trifluoromethyl)thiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 21.30 sN Param.: 0.86 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
3-(trifluoromethyl)thiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 21.75 sN Param.: 0.86 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
3-chlorothiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 22.50 sN Param.: 0.78 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
4-bromothiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 22.80 sN Param.: 0.78 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
thiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 23.36 sN Param.: 0.74 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
4-methylthiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 24.35 sN Param.: 0.69 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
naphthalene-2-thiolate (in DMSO)![]() ![]() |
DMSO | N Param.: 22.55 sN Param.: 0.83 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
4-methoxythiophenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 24.97 sN Param.: 0.68 | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | |
1,3,5-trimethyl-2-methylene-1,2-dihydropyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 21.16 sN Param.: 0.59 | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 | |
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 19.91 sN Param.: 0.62 | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 | |
1,6-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 20.76 sN Param.: 0.60 | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 | |
1-methyl-2-methylene-3-phenyl-1,2-dihydropyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 19.41 sN Param.: 0.61 | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 | |
1-(4-(tert-butyl)phenyl)-2-methylene-4,6-diphenyl-1,2-dihydropyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 19.36 sN Param.: 0.68 | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 | |
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 | |
ethanol![]() ![]() |
EtOH | N Param.: 7.44 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
chloride (in EtOH)![]() ![]() |
EtOH | N Param.: 14.70 sN Param.: 0.60 | J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n | |
ethanolate (in ethanol)![]() ![]() |
EtOH | N Param.: 15.78 sN Param.: 0.65 | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 | |
91% ethanol/9% MeCN (v/v)![]() ![]() |
EtOH-MeCN mix | N Param.: 7.10 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
80% ethanol/20% MeCN (v/v)![]() ![]() |
EtOH-MeCN mix | N Param.: 6.94 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
67% ethanol/33% MeCN (v/v)![]() ![]() |
EtOH-MeCN mix | N Param.: 6.74 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
50% ethanol/50% MeCN (v/v)![]() ![]() |
EtOH-MeCN mix | N Param.: 6.37 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
33% ethanol/67% MeCN (v/v)![]() ![]() |
EtOH-MeCN mix | N Param.: 6.06 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
20% ethanol/80% MeCN (v/v)![]() ![]() |
EtOH-MeCN mix | N Param.: 5.77 sN Param.: 0.92 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
10% ethanol/90% MeCN (v/v)![]() ![]() |
EtOH-MeCN mix | N Param.: 5.19 sN Param.: 0.96 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
ethanolate (in 91E9AN)![]() ![]() |
EtOH-MeCN mix | N Param.: 16.08 sN Param.: 0.62 | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 | |
azide ion (in 91E9AN)![]() ![]() |
EtOH-MeCN mix | N Param.: 16.30 sN Param.: 0.73 | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |



















































