O-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
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 |
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 |
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 |
91% methanol/9% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 7.45 sN Param.: 0.87 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
80% methanol/20% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 7.20 sN Param.: 0.89 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
67% methanol/33% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 7.01 sN Param.: 0.91 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
50% methanol/50% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 6.67 sN Param.: 0.90 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
33% methanol/67% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 6.38 sN Param.: 0.92 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
20% methanol/80% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 6.04 sN Param.: 0.94 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
10% methanol/90% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 5.55 sN Param.: 0.97 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
DMSO (O attack)![]() ![]() |
DMSO | N Param.: 11.30 sN Param.: 0.74 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
acetate (in MeCN)![]() ![]() |
MeCN | N Param.: 16.90 sN Param.: 0.75 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
acetate (in 90A10W)![]() ![]() |
aq acetone | N Param.: 12.71 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
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 MeCN)![]() ![]() |
MeCN | N Param.: 16.82 sN Param.: 0.70 | ![]() ![]() ![]() | 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 |
p-nitrobenzoate (in MeCN)![]() ![]() |
MeCN | N Param.: 15.30 sN Param.: 0.76 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
p-nitrobenzoate (in acetone)![]() ![]() |
acetone | N Param.: 18.74 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |