O-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
m-(trifluoromethyl)phenolate (in MeCN) | MeCN | N Param.: 23.20 sN Param.: 0.51 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
m-(trifluoromethyl)phenolate (in DMF) | DMF | N Param.: 23.40 sN Param.: 0.51 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
acetate (in 80A20W) | aq acetone | N Param.: 12.50 sN Param.: 0.60 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
benzoate (in 90AN10W) | aq MeCN | N Param.: 11.30 sN Param.: 0.72 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
3,5-dinitrobenzoate (in MeCN) | MeCN | N Param.: 14.90 sN Param.: 0.71 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
3,5-dinitrobenzoate (in acetone) | acetone | N Param.: 18.80 sN Param.: 0.62 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF) | THF | N Param.: 16.73 sN Param.: 0.63 | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 | |
p-cyanophenolate (in MeCN) | MeCN | N Param.: 19.58 sN Param.: 0.59 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
p-(trifluoromethyl)phenolate (in MeCN) | MeCN | N Param.: 21.69 sN Param.: 0.53 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
p-(trifluoromethyl)phenolate (in DMF) | DMF | N Param.: 22.05 sN Param.: 0.53 | 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 | |
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 | |
H2O (in water) | water | N Param.: 5.20 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
OH- (in 50/50 water/MeCN) | water-MeCN mix | N Param.: 10.19 sN Param.: 0.62 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
OH- (in water) | water | N Param.: 10.47 sN Param.: 0.61 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
2,2,2-trifluoroethanolate (in water) | water | N Param.: 12.66 sN Param.: 0.59 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
HOO- (in water) | water | N Param.: 15.40 sN Param.: 0.55 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
10% water/90% acetone (v/v) | water-acetone mix | N Param.: 5.70 sN Param.: 0.85 | Angew. Chem. Int. Ed. 2004, 43, 2302-2305 10.1002/anie.200353468 | |
20% water/80% acetone (v/v) | water-acetone mix | N Param.: 5.77 sN Param.: 0.87 | Angew. Chem. Int. Ed. 2004, 43, 2302-2305 10.1002/anie.200353468 | |
91% water/9% MeCN (v/v) | water-MeCN mix | N Param.: 5.16 sN Param.: 0.91 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
80% water/20% MeCN (v/v) | water-MeCN mix | N Param.: 5.04 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
67% water/33% MeCN (v/v) | water-MeCN mix | N Param.: 5.05 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
50% water/50% MeCN (v/v) | water-MeCN mix | N Param.: 5.05 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
33% water/67% MeCN (v/v) | water-MeCN mix | N Param.: 5.02 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
20% water/80% MeCN (v/v) | water-MeCN mix | N Param.: 5.02 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
10% water/90% MeCN (v/v) | water-MeCN mix | N Param.: 4.56 sN Param.: 0.94 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
trifluoroethanol | TFE | N Param.: 1.11 sN Param.: 0.96 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
10% water/90%TFE (v/v) | water-TFE mix | N Param.: 2.93 sN Param.: 0.88 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
20% water/80%TFE (v/v) | water-TFE mix | N Param.: 3.20 sN Param.: 0.88 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
40% water/60%TFE (v/v) | water-TFE mix | N Param.: 3.42 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
50% water/50%TFE (v/v) | water-TFE mix | N Param.: 3.57 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
60% water/40%TFE (v/v) | water-TFE mix | N Param.: 3.77 sN Param.: 0.88 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
80% water/20%TFE (v/v) | water-TFE mix | N Param.: 4.78 sN Param.: 0.83 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
90% water/10%TFE (v/v) | water-TFE mix | N Param.: 5.04 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
methanol | MeOH | N Param.: 7.54 sN Param.: 0.92 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
ethanol | EtOH | N Param.: 7.44 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
10% water/90%EtOH (v/v) | water-EtOH mix | N Param.: 7.03 sN Param.: 0.86 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
20% water/80%EtOH (v/v) | water-EtOH mix | N Param.: 6.68 sN Param.: 0.85 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
40% water/60%EtOH (v/v) | water-EtOH mix | N Param.: 6.28 sN Param.: 0.87 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
50% water/50%EtOH (v/v) | water-EtOH mix | N Param.: 5.96 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
60% water/40%EtOH (v/v) | water-EtOH mix | N Param.: 5.81 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
80% water/20%EtOH (v/v) | water-EtOH mix | N Param.: 5.54 sN Param.: 0.94 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
90% water/10%EtOH (v/v) | water-EtOH mix | N Param.: 5.38 sN Param.: 0.91 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
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 |