O-Nucleophiles
For reactivities of structurally related compounds go to: Nucleophiles
Found 138 Molecules.
| Molecule | Solvent | Reactivity Parameters | Classification | Reference (sort by title or year) |
|---|---|---|---|---|
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 trifluoroethanol | TFE | N Parameter: 1.11 sN Parameter: 0.96 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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% 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 |
 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 |
 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 |
 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 |
 H2O (in water) | water | N Parameter: 5.20 sN Parameter: 0.89 | | 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 |
 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 | EtOH | N Parameter: 7.44 sN Parameter: 0.90 | | 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 |
 methanol | MeOH | N Parameter: 7.54 sN Parameter: 0.92 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z |
 OH- (in 50/50 water/MeCN) | water-MeCN mix | N Parameter: 10.19 sN Parameter: 0.62 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 OH- (in water) | water | N Parameter: 10.47 sN Parameter: 0.61 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 DMSO (O attack) | DMSO | N Parameter: 11.30 sN Parameter: 0.74 | | J. Am. Chem. Soc. 2009, 131, 11392-11401 DOI: 10.1021/ja903207b |
 benzoate (in 90AN10W) | aq MeCN | N Parameter: 11.30 sN Parameter: 0.72 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 acetate (in 80A20W) | aq acetone | N Parameter: 12.50 sN Parameter: 0.60 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 2,2,2-trifluoroethanolate (in water) | water | N Parameter: 12.66 sN Parameter: 0.59 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 acetate (in 90A10W) | aq acetone | N Parameter: 12.71 sN Parameter: 0.68 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 bromite (in water) | water | N Parameter: 12.75 sN Parameter: 0.59 | | Org. Lett. 2018, 20, 2816-2820 DOI: 10.1021/acs.orglett.8b00645 |
 cumene peroxy anion (in H2O) | water | N Parameter: 13.92 sN Parameter: 0.61 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 beta-piperidinium-peroxypropionate | water | N Parameter: 13.94 sN Parameter: 0.62 | | Eur. J. Org. Chem. 2018, , 6010-6017 DOI: 10.1002/ejoc.201801158 |
 peroxy-beta-alanate | water | N Parameter: 14.07 sN Parameter: 0.56 | | Eur. J. Org. Chem. 2018, , 6010-6017 DOI: 10.1002/ejoc.201801158 |
 t-butylperoxy anion (in H2O) | water | N Parameter: 14.29 sN Parameter: 0.51 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 p-methylphenolate (in H2O) | water | N Parameter: 14.30 sN Parameter: 0.55 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-nitrophenolate (in DMSO) | DMSO | N Parameter: 14.32 sN Parameter: 0.77 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 peroxy-GABA | water | N Parameter: 14.33 sN Parameter: 0.57 | | Eur. J. Org. Chem. 2018, , 6010-6017 DOI: 10.1002/ejoc.201801158 |
 peroxomonosulfate (in water) | water | N Parameter: 14.41 sN Parameter: 0.60 | | Org. Lett. 2018, 20, 2816-2820 DOI: 10.1021/acs.orglett.8b00645 |
 hypochlorite (in water) | water | N Parameter: 14.50 sN Parameter: 0.58 | | Org. Lett. 2018, 20, 2816-2820 DOI: 10.1021/acs.orglett.8b00645 |
 methanolate (in 91M9AN) | MeOH-MeCN mix | N Parameter: 14.51 sN Parameter: 0.68 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 3,5-dinitrobenzoate (in MeCN) | MeCN | N Parameter: 14.90 sN Parameter: 0.71 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 p-nitrophenolate (in DMF) | DMF | N Parameter: 15.05 sN Parameter: 0.80 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-nitrophenolate (in MeCN) | MeCN | N Parameter: 15.14 sN Parameter: 0.82 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-nitrobenzoate (in MeCN) | MeCN | N Parameter: 15.30 sN Parameter: 0.76 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 HOO- (in water) | water | N Parameter: 15.40 sN Parameter: 0.55 | | J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y |
 o-nitrophenolate (in DMSO) | DMSO | N Parameter: 15.48 sN Parameter: 0.71 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 2-phenylperoxyacetate (in H2O) | water | N Parameter: 15.63 sN Parameter: 0.56 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 methanolate (in methanol) | MeOH | N Parameter: 15.78 sN Parameter: 0.56 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 ethanolate (in ethanol) | EtOH | N Parameter: 15.78 sN Parameter: 0.65 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 o-nitrophenolate (in MeCN) | MeCN | N Parameter: 15.83 sN Parameter: 0.80 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 phthalimidoperoxyhexanoate (in H2O) | water | N Parameter: 16.02 sN Parameter: 0.54 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 n-propanolate (in propan-1-ol) | nPrOH | N Parameter: 16.03 sN Parameter: 0.70 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 methyl carbonate (in MeCN) | MeCN | N Parameter: 16.03 sN Parameter: 0.64 | | Eur. J. Org. Chem. 2010, , 4205-4210 DOI: 10.1002/ejoc.201000414 |
 ethanolate (in 91E9AN) | EtOH-MeCN mix | N Parameter: 16.08 sN Parameter: 0.62 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 benzoate (inMeCN) | MeCN | N Parameter: 16.45 sN Parameter: 0.72 | | J. Am. Chem. Soc. 2020, 142, 5221-5233 DOI: 10.1021/jacs.9b12998 |
 o-nitrophenolate (in DMF) | DMF | N Parameter: 16.65 sN Parameter: 0.70 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 hypobromite (in water) | water | N Parameter: 16.69 sN Parameter: 0.46 | | Org. Lett. 2018, 20, 2816-2820 DOI: 10.1021/acs.orglett.8b00645 |
 n-propanolate (in 91nPr9AN) | nPrOH-MeCN mix | N Parameter: 16.73 sN Parameter: 0.63 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 (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 Parameter: 16.73 sN Parameter: 0.63 | | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 DOI: 10.1002/ange.201303524 |
 benzoate (in MeCN) | MeCN | N Parameter: 16.82 sN Parameter: 0.70 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 acetate (in MeCN) | MeCN | N Parameter: 16.90 sN Parameter: 0.75 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 isopropanolate (in propan-2-ol) | iPrOH | N Parameter: 17.03 sN Parameter: 0.63 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 4-nitroperoxybenzoate (in H2O) | water | N Parameter: 17.43 sN Parameter: 0.50 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 isopropanolate (in 91iPr9AN) | iPrOH-MeCN mix | N Parameter: 17.71 sN Parameter: 0.58 | | Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170 |
 4-methoxyperoxybenzoate (in H2O) | water | N Parameter: 17.84 sN Parameter: 0.46 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 p-cyanophenolate (in DMF) | DMF | N Parameter: 17.85 sN Parameter: 0.71 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 3,5-dichloroperoxybenzoate (in H2O) | water | N Parameter: 17.93 sN Parameter: 0.50 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 4-fluoroperoxybenzoate (in H2O) | water | N Parameter: 17.99 sN Parameter: 0.47 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 3-chloroperoxybenzoate (in H2O) | water | N Parameter: 18.19 sN Parameter: 0.47 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 p-chlorophenolate (in MeCN) | MeCN | N Parameter: 18.32 sN Parameter: 0.82 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 o-(trifluoromethyl)phenolate (in MeCN) | MeCN | N Parameter: 18.39 sN Parameter: 0.69 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 magnesium 2-carboperoxybenzoate (in H2O) | water | N Parameter: 18.43 sN Parameter: 0.46 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 o-(trifluoromethyl)phenolate (in DMSO) | DMSO | N Parameter: 18.47 sN Parameter: 0.61 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 phenolate (in MeCN) | MeCN | N Parameter: 18.53 sN Parameter: 0.85 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 3-chloro-4-methoxyperoxybenzoate (in H2O) | water | N Parameter: 18.56 sN Parameter: 0.48 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 peroxybenzoate (in H2O) | water | N Parameter: 18.57 sN Parameter: 0.43 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086 |
 p-nitrobenzoate (in acetone) | acetone | N Parameter: 18.74 sN Parameter: 0.68 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 p-cyanophenolate (in DMSO) | DMSO | N Parameter: 18.78 sN Parameter: 0.57 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 3,5-dinitrobenzoate (in acetone) | acetone | N Parameter: 18.80 sN Parameter: 0.62 | | J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464 |
 m-methoxyphenolate (in MeCN) | MeCN | N Parameter: 18.81 sN Parameter: 0.80 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 phenolate (in DMF) | DMF | N Parameter: 18.86 sN Parameter: 0.89 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-(trifluoromethyl)phenolate (in DMSO) | DMSO | N Parameter: 18.98 sN Parameter: 0.63 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-methylphenolate (in DMSO) | DMSO | N Parameter: 19.08 sN Parameter: 0.87 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-cyanophenolate (in MeCN) | MeCN | N Parameter: 19.58 sN Parameter: 0.59 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-methylphenolate (in DMF) | DMF | N Parameter: 19.65 sN Parameter: 0.85 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-chlorophenolate (in DMF) | DMF | N Parameter: 19.67 sN Parameter: 0.72 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-(tert-butyl)phenolate (in DMSO) | DMSO | N Parameter: 19.67 sN Parameter: 0.79 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 phenolate (in DMSO) | DMSO | N Parameter: 19.86 sN Parameter: 0.71 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-(tert-butyl)phenolate (in DMF) | DMF | N Parameter: 19.90 sN Parameter: 0.80 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-methoxyphenolate (in DMF) | DMF | N Parameter: 19.90 sN Parameter: 0.82 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-methoxyphenolate (in DMSO) | DMSO | N Parameter: 20.09 sN Parameter: 0.80 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-chlorophenolate (in DMSO) | DMSO | N Parameter: 20.34 sN Parameter: 0.64 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 o-(trifluoromethyl)phenolate (in DMF) | DMF | N Parameter: 20.37 sN Parameter: 0.58 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-methoxyphenolate (in MeCN) | MeCN | N Parameter: 20.62 sN Parameter: 0.69 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 o,o'-di-tert-butylphenolate (in DMSO) | DMSO | N Parameter: 21.02 sN Parameter: 0.59 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 m-nitrophenolate (in DMSO) | DMSO | N Parameter: 21.29 sN Parameter: 0.54 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-(trifluoromethyl)phenolate (in MeCN) | MeCN | N Parameter: 21.69 sN Parameter: 0.53 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-(tert-butyl)phenolate (in MeCN) | MeCN | N Parameter: 21.70 sN Parameter: 0.58 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 p-(trifluoromethyl)phenolate (in DMF) | DMF | N Parameter: 22.05 sN Parameter: 0.53 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 m-nitrophenolate (in DMF) | DMF | N Parameter: 22.41 sN Parameter: 0.54 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 m-(trifluoromethyl)phenolate (in DMSO) | DMSO | N Parameter: 22.62 sN Parameter: 0.51 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 m-(trifluoromethyl)phenolate (in MeCN) | MeCN | N Parameter: 23.20 sN Parameter: 0.51 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 m-(trifluoromethyl)phenolate (in DMF) | DMF | N Parameter: 23.40 sN Parameter: 0.51 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |
 m-nitrophenolate (in MeCN) | MeCN | N Parameter: 25.51 sN Parameter: 0.43 | | J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485 |