O-Nucleophiles
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| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
p-nitrobenzoate (in acetone)  |
acetone | N Param.: 18.74 sN Param.: 0.68 |  | 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 |
benzoate (inMeCN) |
MeCN | N Param.: 16.45 sN Param.: 0.72 | | J. Am. Chem. Soc. 2020, 142, 5221-5233 10.1021/jacs.9b12998 |
methyl carbonate (in MeCN) |
MeCN | N Param.: 16.03 sN Param.: 0.64 | | Eur. J. Org. Chem. 2010, , 4205-4210 10.1002/ejoc.201000414 |
beta-piperidinium-peroxypropionate |
water | N Param.: 13.94 sN Param.: 0.62 | | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 |
peroxy-beta-alanate |
water | N Param.: 14.07 sN Param.: 0.56 | | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 |
peroxy-GABA |
water | N Param.: 14.33 sN Param.: 0.57 | | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 |
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 |
methanolate (in methanol) |
MeOH | N Param.: 15.78 sN Param.: 0.56 | | 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 |
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 |
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 |
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 |
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 |
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 |
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 |
methanol (in MeCN) |
MeCN | N Param.: 6.86 sN Param.: 0.73 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
ethanol (in MeCN) |
MeCN | N Param.: 7.13 sN Param.: 0.71 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
isopropanol (in MeCN) |
MeCN | N Param.: 6.82 sN Param.: 0.70 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
tert-butanol (in MeCN) |
MeCN | N Param.: 5.35 sN Param.: 0.72 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
water (in MeCN) |
MeCN | N Param.: 5.79 sN Param.: 0.72 | | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
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 |
(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 |
t-butylperoxy anion (in H2O) |
water | N Param.: 14.29 sN Param.: 0.51 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
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 |
phthalimidoperoxyhexanoate (in H2O) |
water | N Param.: 16.02 sN Param.: 0.54 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
2-phenylperoxyacetate (in H2O) |
water | N Param.: 15.63 sN Param.: 0.56 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
3,5-dichloroperoxybenzoate (in H2O) |
water | N Param.: 17.93 sN Param.: 0.50 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
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 |
3-chloroperoxybenzoate (in H2O) |
water | N Param.: 18.19 sN Param.: 0.47 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
4-fluoroperoxybenzoate (in H2O) |
water | N Param.: 17.99 sN Param.: 0.47 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
4-nitroperoxybenzoate (in H2O) |
water | N Param.: 17.43 sN Param.: 0.50 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
4-methoxyperoxybenzoate (in H2O) |
water | N Param.: 17.84 sN Param.: 0.46 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
3-chloro-4-methoxyperoxybenzoate (in H2O) |
water | N Param.: 18.56 sN Param.: 0.48 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
peroxybenzoate (in H2O) |
water | N Param.: 18.57 sN Param.: 0.43 | | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |