Alcohols and aqueous solvents
For reactivities of structurally related compounds go to: Nucleophiles » O-Nucleophiles
Found 57 Molecules.
| Molecule | Solvent | Reactivity Parameters | Classification | Reference (sort by title or year) |
|---|---|---|---|---|
 DMSO (O attack) | DMSO | N Parameter: 11.30 sN Parameter: 0.74 |  | J. Am. Chem. Soc. 2009, 131, 11392-11401 DOI: 10.1021/ja903207b |
 methanol | MeOH | N Parameter: 7.54 sN Parameter: 0.92 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 91% methanol/9% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 7.45 sN Parameter: 0.87 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 ethanol | EtOH | N Parameter: 7.44 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 80% methanol/20% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 7.20 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 ethanol (in MeCN) | MeCN | N Parameter: 7.13 sN Parameter: 0.71 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360 |
 91% ethanol/9% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 7.10 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 91% n-propanol/9% MeCN (v/v) | nPrOH-MeCN mix | N Parameter: 7.05 sN Parameter: 0.80 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 10% water/90%EtOH (v/v) | water-EtOH mix | N Parameter: 7.03 sN Parameter: 0.86 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 67% methanol/33% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 7.01 sN Parameter: 0.91 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 80% ethanol/20% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 6.94 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 methanol (in MeCN) | MeCN | N Parameter: 6.86 sN Parameter: 0.73 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360 |
 isopropanol (in MeCN) | MeCN | N Parameter: 6.82 sN Parameter: 0.70 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360 |
 67% ethanol/33% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 6.74 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 20% water/80%EtOH (v/v) | water-EtOH mix | N Parameter: 6.68 sN Parameter: 0.85 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 50% methanol/50% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 6.67 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 91% propan-2-ol/9% MeCN (v/v) | iPrOH-MeCN mix | N Parameter: 6.49 sN Parameter: 0.96 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 33% methanol/67% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 6.38 sN Parameter: 0.92 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 50% ethanol/50% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 6.37 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 40% water/60%EtOH (v/v) | water-EtOH mix | N Parameter: 6.28 sN Parameter: 0.87 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 33% ethanol/67% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 6.06 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 20% methanol/80% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 6.04 sN Parameter: 0.94 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 50% water/50%EtOH (v/v) | water-EtOH mix | N Parameter: 5.96 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 60% water/40%EtOH (v/v) | water-EtOH mix | N Parameter: 5.81 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 water (in MeCN) | MeCN | N Parameter: 5.79 sN Parameter: 0.72 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360 |
 20% water/80% acetone (v/v) | water-acetone mix | N Parameter: 5.77 sN Parameter: 0.87 | | Angew. Chem. Int. Ed. 2004, 43, 2302-2305 DOI: 10.1002/anie.200353468 |
 20% ethanol/80% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 5.77 sN Parameter: 0.92 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 10% water/90% acetone (v/v) | water-acetone mix | N Parameter: 5.70 sN Parameter: 0.85 | | Angew. Chem. Int. Ed. 2004, 43, 2302-2305 DOI: 10.1002/anie.200353468 |
 10% methanol/90% MeCN (v/v) | MeOH-MeCN mix | N Parameter: 5.55 sN Parameter: 0.97 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 80% water/20%EtOH (v/v) | water-EtOH mix | N Parameter: 5.54 sN Parameter: 0.94 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 90% water/10%EtOH (v/v) | water-EtOH mix | N Parameter: 5.38 sN Parameter: 0.91 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 tert-butanol (in MeCN) | MeCN | N Parameter: 5.35 sN Parameter: 0.72 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360 |
 H2O (in water) | water | N Parameter: 5.20 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 10% ethanol/90% MeCN (v/v) | EtOH-MeCN mix | N Parameter: 5.19 sN Parameter: 0.96 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 91% water/9% MeCN (v/v) | water-MeCN mix | N Parameter: 5.16 sN Parameter: 0.91 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 67% water/33% MeCN (v/v) | water-MeCN mix | N Parameter: 5.05 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 50% water/50% MeCN (v/v) | water-MeCN mix | N Parameter: 5.05 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 80% water/20% MeCN (v/v) | water-MeCN mix | N Parameter: 5.04 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 90% water/10%TFE (v/v) | water-TFE mix | N Parameter: 5.04 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 33% water/67% MeCN (v/v) | water-MeCN mix | N Parameter: 5.02 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 20% water/80% MeCN (v/v) | water-MeCN mix | N Parameter: 5.02 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 80% water/20%TFE (v/v) | water-TFE mix | N Parameter: 4.78 sN Parameter: 0.83 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 10% water/90% MeCN (v/v) | water-MeCN mix | N Parameter: 4.56 sN Parameter: 0.94 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 60% water/40%TFE (v/v) | water-TFE mix | N Parameter: 3.77 sN Parameter: 0.88 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 50% water/50%TFE (v/v) | water-TFE mix | N Parameter: 3.57 sN Parameter: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 40% water/60%TFE (v/v) | water-TFE mix | N Parameter: 3.42 sN Parameter: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 20% water/80%TFE (v/v) | water-TFE mix | N Parameter: 3.20 sN Parameter: 0.88 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 10% water/90%TFE (v/v) | water-TFE mix | N Parameter: 2.93 sN Parameter: 0.88 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 30% water/70% HFIP (w/w) | water-HFIP mix | N Parameter: 1.65 sN Parameter: 0.96 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 50% water/50% HFIP (w/w) | water-HFIP mix | N Parameter: 1.50 sN Parameter: 1.03 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 trifluoroethanol | TFE | N Parameter: 1.11 sN Parameter: 0.96 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 10% water/90% HFIP (w/w) | water-HFIP mix | N Parameter: 0.96 sN Parameter: 0.93 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 7% water/93% HFIP (w/w) | water-HFIP mix | N Parameter: 0.34 sN Parameter: 0.96 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 5% water/95% HFIP (w/w) | water-HFIP mix | N Parameter: -0.10 sN Parameter: 0.97 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 3% water/97% HFIP (w/w) | water-HFIP mix | N Parameter: -1.19 sN Parameter: 1.08 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 2% water/98% HFIP (w/w) | water-HFIP mix | N Parameter: -1.62 sN Parameter: 1.10 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |
 1% water/99% HFIP (w/w) | water-HFIP mix | N Parameter: -1.93 sN Parameter: 1.09 | | J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064 |