O-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
7% water/93% HFIP (w/w)   |
water-HFIP mix | N Param.: 0.34 sN Param.: 0.96 |
 |
J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 |
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 |
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 |
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 |
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 |
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%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 |
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 |
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 |
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 |
91% n-propanol/9% MeCN (v/v)  |
nPrOH-MeCN mix | N Param.: 7.05 sN Param.: 0.80 |
|
Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
91% propan-2-ol/9% MeCN (v/v)  |
iPrOH-MeCN mix | N Param.: 6.49 sN Param.: 0.96 |
|
Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
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 |
acetate (in 80A20W)  |
aq acetone | N Param.: 12.50 sN Param.: 0.60 |
|
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 MeCN)  |
MeCN | N Param.: 16.90 sN Param.: 0.75 |
|
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 |
benzoate (in MeCN)  |
MeCN | N Param.: 16.82 sN Param.: 0.70 |
|
J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
benzoate (inMeCN)  |
MeCN | N Param.: 16.45 sN Param.: 0.72 |
|
J. Am. Chem. Soc. 2020, 142, 5221-5233 10.1021/jacs.9b12998 |
beta-piperidinium-peroxypropionate  |
water | N Param.: 13.94 sN Param.: 0.62 |
|
Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 |
bromite (in water)  |
water | N Param.: 12.75 sN Param.: 0.59 |
|
Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] |
cumene peroxy anion (in H2O)  |
water | N Param.: 13.92 sN Param.: 0.61 |
|
Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
DMSO (O attack)  |
DMSO | N Param.: 11.30 sN Param.: 0.74 |
|
J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
ethanol  |
EtOH | N Param.: 7.44 sN Param.: 0.90 |
|
J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
ethanol (in MeCN)  |
MeCN | N Param.: 7.13 sN Param.: 0.71 |
|
Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
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 |
ethanolate (in ethanol)  |
EtOH | N Param.: 15.78 sN Param.: 0.65 |
|
Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
H2O (in water)  |
water | N Param.: 5.20 sN Param.: 0.89 |
|
J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
HOO- (in water)  |
water | N Param.: 15.40 sN Param.: 0.55 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
hypobromite (in water)  |
water | N Param.: 16.69 sN Param.: 0.46 |
|
Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] |
hypochlorite (in water)  |
water | N Param.: 14.50 sN Param.: 0.58 |
|
Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] |
isopropanol (in MeCN)  |
MeCN | N Param.: 6.82 sN Param.: 0.70 |
|
Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
isopropanolate (in 91iPr9AN)  |
iPrOH-MeCN mix | N Param.: 17.71 sN Param.: 0.58 |
|
Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
isopropanolate (in propan-2-ol)  |
iPrOH | N Param.: 17.03 sN Param.: 0.63 |
|
Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
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 |
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 |
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-methoxyphenolate (in MeCN)  |
MeCN | N Param.: 18.81 sN Param.: 0.80 |
|
J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
m-nitrophenolate (in DMF)  |
DMF | N Param.: 22.41 sN Param.: 0.54 |
|
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 |
m-nitrophenolate (in MeCN)  |
MeCN | N Param.: 25.51 sN Param.: 0.43 |
|
J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
magnesium 2-carboperoxybenzoate (in H2O)  |
water | N Param.: 18.43 sN Param.: 0.46 |
|
Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
methanol  |
MeOH | N Param.: 7.54 sN Param.: 0.92 |
|
J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
methanol (in MeCN)  |
MeCN | N Param.: 6.86 sN Param.: 0.73 |
|
Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
methanolate (in 91M9AN)  |
MeOH-MeCN mix | N Param.: 14.51 sN Param.: 0.68 |
|
Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
methanolate (in methanol)  |
MeOH | N Param.: 15.78 sN Param.: 0.56 |
|
Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
methyl carbonate (in MeCN)  |
MeCN | N Param.: 16.03 sN Param.: 0.64 |
|
Eur. J. Org. Chem. 2010, , 4205-4210 10.1002/ejoc.201000414 |
n-propanolate (in 91nPr9AN)  |
nPrOH-MeCN mix | N Param.: 16.73 sN Param.: 0.63 |
|
Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
n-propanolate (in propan-1-ol)  |
nPrOH | N Param.: 16.03 sN Param.: 0.70 |
|
Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
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 |