O-Nucleophiles

For reactivities of structurally related compounds go to: Nucleophiles

Found 138 Molecules.

Molecule	Solvent	Reactivity Parameters	Reference (sort by title or year)
water (in MeCN)	MeCN	N Parameter: 5.79 s_N Parameter: 0.72	Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360
trifluoroethanol	TFE	N Parameter: 1.11 s_N Parameter: 0.96	J. Am. Chem. Soc. 2012, 134, 13902-13911 DOI: 10.1021/ja306522b
tert-butanol (in MeCN)	MeCN	N Parameter: 5.35 s_N Parameter: 0.72	Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360
t-butylperoxy anion (in H2O)	water	N Parameter: 14.29 s_N Parameter: 0.51	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086
phthalimidoperoxyhexanoate (in H2O)	water	N Parameter: 16.02 s_N Parameter: 0.54	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086
phenolate (in MeCN)	MeCN	N Parameter: 18.53 s_N Parameter: 0.85	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
phenolate (in DMSO)	DMSO	N Parameter: 19.86 s_N Parameter: 0.71	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
phenolate (in DMF)	DMF	N Parameter: 18.86 s_N Parameter: 0.89	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
peroxybenzoate (in H2O)	water	N Parameter: 18.57 s_N Parameter: 0.43	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086
peroxy-GABA	water	N Parameter: 14.33 s_N Parameter: 0.57	Eur. J. Org. Chem. 2018, , 6010-6017 DOI: 10.1002/ejoc.201801158
peroxy-beta-alanate	water	N Parameter: 14.07 s_N Parameter: 0.56	Eur. J. Org. Chem. 2018, , 6010-6017 DOI: 10.1002/ejoc.201801158
peroxomonosulfate (in water)	water	N Parameter: 14.41 s_N Parameter: 0.60	Org. Lett. 2018, 20, 2816-2820 DOI: 10.1021/acs.orglett.8b00645
p-nitrophenolate (in DMSO)	DMSO	N Parameter: 14.32 s_N Parameter: 0.77	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-nitrobenzoate (in MeCN)	MeCN	N Parameter: 15.30 s_N Parameter: 0.76	J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464
p-nitrobenzoate (in acetone)	acetone	N Parameter: 18.74 s_N Parameter: 0.68	J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464
p-methylphenolate (in H2O)	water	N Parameter: 14.30 s_N Parameter: 0.55	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-methylphenolate (in DMSO)	DMSO	N Parameter: 19.08 s_N Parameter: 0.87	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-methylphenolate (in DMF)	DMF	N Parameter: 19.65 s_N Parameter: 0.85	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-methoxyphenolate (in MeCN)	MeCN	N Parameter: 20.62 s_N Parameter: 0.69	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-methoxyphenolate (in DMSO)	DMSO	N Parameter: 20.09 s_N 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 s_N Parameter: 0.82	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-cyanophenolate (in MeCN)	MeCN	N Parameter: 19.58 s_N Parameter: 0.59	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-cyanophenolate (in DMSO)	DMSO	N Parameter: 18.78 s_N Parameter: 0.57	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-cyanophenolate (in DMF)	DMF	N Parameter: 17.85 s_N Parameter: 0.71	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-chlorophenolate (in MeCN)	MeCN	N Parameter: 18.32 s_N Parameter: 0.82	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-chlorophenolate (in DMSO)	DMSO	N Parameter: 20.34 s_N Parameter: 0.64	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-chlorophenolate (in DMF)	DMF	N Parameter: 19.67 s_N Parameter: 0.72	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-(trifluoromethyl)phenolate (in MeCN)	MeCN	N Parameter: 21.69 s_N Parameter: 0.53	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-(trifluoromethyl)phenolate (in DMSO)	DMSO	N Parameter: 18.98 s_N Parameter: 0.63	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-(trifluoromethyl)phenolate (in DMF)	DMF	N Parameter: 22.05 s_N 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 s_N Parameter: 0.58	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in DMSO)	DMSO	N Parameter: 19.67 s_N Parameter: 0.79	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in DMF)	DMF	N Parameter: 19.90 s_N Parameter: 0.80	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
OH- (in water)	water	N Parameter: 10.47 s_N Parameter: 0.61	J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y
OH- (in 50/50 water/MeCN)	water-MeCN mix	N Parameter: 10.19 s_N Parameter: 0.62	J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y
o-(trifluoromethyl)phenolate (in MeCN)	MeCN	N Parameter: 18.39 s_N Parameter: 0.69	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
o-(trifluoromethyl)phenolate (in DMSO)	DMSO	N Parameter: 18.47 s_N Parameter: 0.61	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
o-(trifluoromethyl)phenolate (in DMF)	DMF	N Parameter: 20.37 s_N Parameter: 0.58	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 s_N Parameter: 0.59	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
n-propanolate (in propan-1-ol)	nPrOH	N Parameter: 16.03 s_N Parameter: 0.70	Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170
n-propanolate (in 91nPr9AN)	nPrOH-MeCN mix	N Parameter: 16.73 s_N Parameter: 0.63	Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170
methyl carbonate (in MeCN)	MeCN	N Parameter: 16.03 s_N Parameter: 0.64	Eur. J. Org. Chem. 2010, , 4205-4210 DOI: 10.1002/ejoc.201000414
methanolate (in methanol)	MeOH	N Parameter: 15.78 s_N Parameter: 0.56	Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170
methanolate (in 91M9AN)	MeOH-MeCN mix	N Parameter: 14.51 s_N Parameter: 0.68	Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170
methanol (in MeCN)	MeCN	N Parameter: 6.86 s_N Parameter: 0.73	Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360
methanol	MeOH	N Parameter: 7.54 s_N Parameter: 0.92	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
magnesium 2-carboperoxybenzoate (in H2O)	water	N Parameter: 18.43 s_N Parameter: 0.46	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086
m-nitrophenolate (in MeCN)	MeCN	N Parameter: 25.51 s_N Parameter: 0.43	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
m-nitrophenolate (in DMSO)	DMSO	N Parameter: 21.29 s_N Parameter: 0.54	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
m-nitrophenolate (in DMF)	DMF	N Parameter: 22.41 s_N Parameter: 0.54	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
m-methoxyphenolate (in MeCN)	MeCN	N Parameter: 18.81 s_N Parameter: 0.80	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in MeCN)	MeCN	N Parameter: 23.20 s_N Parameter: 0.51	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in DMSO)	DMSO	N Parameter: 22.62 s_N 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 s_N Parameter: 0.51	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
isopropanolate (in propan-2-ol)	iPrOH	N Parameter: 17.03 s_N Parameter: 0.63	Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170
isopropanolate (in 91iPr9AN)	iPrOH-MeCN mix	N Parameter: 17.71 s_N Parameter: 0.58	Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170
isopropanol (in MeCN)	MeCN	N Parameter: 6.82 s_N Parameter: 0.70	Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360
hypochlorite (in water)	water	N Parameter: 14.50 s_N Parameter: 0.58	Org. Lett. 2018, 20, 2816-2820 DOI: 10.1021/acs.orglett.8b00645
hypobromite (in water)	water	N Parameter: 16.69 s_N Parameter: 0.46	Org. Lett. 2018, 20, 2816-2820 DOI: 10.1021/acs.orglett.8b00645
HOO- (in water)	water	N Parameter: 15.40 s_N Parameter: 0.55	J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y
H2O (in water)	water	N Parameter: 5.20 s_N Parameter: 0.89	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
ethanolate (in ethanol)	EtOH	N Parameter: 15.78 s_N Parameter: 0.65	Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170
ethanolate (in 91E9AN)	EtOH-MeCN mix	N Parameter: 16.08 s_N Parameter: 0.62	Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170
ethanol (in MeCN)	MeCN	N Parameter: 7.13 s_N Parameter: 0.71	Bull. Chem. Soc. Jpn. 2018, 91, 523-530 DOI: 10.1246/bcsj.20170360
ethanol	EtOH	N Parameter: 7.44 s_N Parameter: 0.90	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
DMSO (O attack)	DMSO	N Parameter: 11.30 s_N Parameter: 0.74	J. Am. Chem. Soc. 2009, 131, 11392-11401 DOI: 10.1021/ja903207b
cumene peroxy anion (in H2O)	water	N Parameter: 13.92 s_N Parameter: 0.61	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086
bromite (in water)	water	N Parameter: 12.75 s_N Parameter: 0.59	Org. Lett. 2018, 20, 2816-2820 DOI: 10.1021/acs.orglett.8b00645
beta-piperidinium-peroxypropionate	water	N Parameter: 13.94 s_N Parameter: 0.62	Eur. J. Org. Chem. 2018, , 6010-6017 DOI: 10.1002/ejoc.201801158
benzoate (inMeCN)	MeCN	N Parameter: 16.45 s_N Parameter: 0.72	J. Am. Chem. Soc. 2020, 142, 5221-5233 DOI: 10.1021/jacs.9b12998
benzoate (in MeCN)	MeCN	N Parameter: 16.82 s_N Parameter: 0.70	J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464
benzoate (in 90AN10W)	aq MeCN	N Parameter: 11.30 s_N Parameter: 0.72	J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464
acetate (in MeCN)	MeCN	N Parameter: 16.90 s_N Parameter: 0.75	J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464
acetate (in 90A10W)	aq acetone	N Parameter: 12.71 s_N Parameter: 0.68	J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464
acetate (in 80A20W)	aq acetone	N Parameter: 12.50 s_N Parameter: 0.60	J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464
91% water/9% MeCN (v/v)	water-MeCN mix	N Parameter: 5.16 s_N Parameter: 0.91	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 s_N Parameter: 0.96	Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170
91% n-propanol/9% MeCN (v/v)	nPrOH-MeCN mix	N Parameter: 7.05 s_N Parameter: 0.80	Can. J. Chem. 2005, 83, 1554-1560 DOI: 10.1139%2Fv05-170
91% methanol/9% MeCN (v/v)	MeOH-MeCN mix	N Parameter: 7.45 s_N Parameter: 0.87	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
91% ethanol/9% MeCN (v/v)	EtOH-MeCN mix	N Parameter: 7.10 s_N Parameter: 0.90	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 s_N Parameter: 0.90	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 s_N Parameter: 0.91	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 s_N Parameter: 0.83	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 s_N Parameter: 0.94	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 s_N Parameter: 0.89	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 s_N Parameter: 0.89	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 s_N Parameter: 0.90	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
7% water/93% HFIP (w/w)	water-HFIP mix	N Parameter: 0.34 s_N Parameter: 0.96	J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064
67% water/33% MeCN (v/v)	water-MeCN mix	N Parameter: 5.05 s_N 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 s_N Parameter: 0.91	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 s_N 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 s_N Parameter: 0.88	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 s_N 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 s_N Parameter: 0.89	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 s_N Parameter: 0.89	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 s_N Parameter: 0.89	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
50% water/50% HFIP (w/w)	water-HFIP mix	N Parameter: 1.50 s_N Parameter: 1.03	J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064
50% methanol/50% MeCN (v/v)	MeOH-MeCN mix	N Parameter: 6.67 s_N Parameter: 0.90	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 s_N Parameter: 0.90	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
5% water/95% HFIP (w/w)	water-HFIP mix	N Parameter: -0.10 s_N Parameter: 0.97	J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064
40% water/60%TFE (v/v)	water-TFE mix	N Parameter: 3.42 s_N 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 s_N Parameter: 0.87	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
4-nitroperoxybenzoate (in H2O)	water	N Parameter: 17.43 s_N Parameter: 0.50	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086
4-methoxyperoxybenzoate (in H2O)	water	N Parameter: 17.84 s_N Parameter: 0.46	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086
4-fluoroperoxybenzoate (in H2O)	water	N Parameter: 17.99 s_N Parameter: 0.47	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086
33% water/67% MeCN (v/v)	water-MeCN mix	N Parameter: 5.02 s_N 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 s_N Parameter: 0.92	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 s_N Parameter: 0.90	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 s_N Parameter: 0.96	J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064
3-chloroperoxybenzoate (in H2O)	water	N Parameter: 18.19 s_N Parameter: 0.47	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086
3-chloro-4-methoxyperoxybenzoate (in H2O)	water	N Parameter: 18.56 s_N Parameter: 0.48	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086
3,5-dinitrobenzoate (in MeCN)	MeCN	N Parameter: 14.90 s_N Parameter: 0.71	J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464
3,5-dinitrobenzoate (in acetone)	acetone	N Parameter: 18.80 s_N Parameter: 0.62	J. Am. Chem. Soc. 2008, 130, 3012-3022 DOI: 10.1021/ja0765464
3,5-dichloroperoxybenzoate (in H2O)	water	N Parameter: 17.93 s_N Parameter: 0.50	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086
3% water/97% HFIP (w/w)	water-HFIP mix	N Parameter: -1.19 s_N Parameter: 1.08	J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064
20% water/80%TFE (v/v)	water-TFE mix	N Parameter: 3.20 s_N Parameter: 0.88	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 s_N Parameter: 0.85	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 s_N Parameter: 0.89	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
20% water/80% acetone (v/v)	water-acetone mix	N Parameter: 5.77 s_N Parameter: 0.87	Angew. Chem. Int. Ed. 2004, 43, 2302-2305 DOI: 10.1002/anie.200353468
20% methanol/80% MeCN (v/v)	MeOH-MeCN mix	N Parameter: 6.04 s_N Parameter: 0.94	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
20% ethanol/80% MeCN (v/v)	EtOH-MeCN mix	N Parameter: 5.77 s_N Parameter: 0.92	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
2-phenylperoxyacetate (in H2O)	water	N Parameter: 15.63 s_N Parameter: 0.56	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 DOI: 10.1002/anie.201707086
2,2,2-trifluoroethanolate (in water)	water	N Parameter: 12.66 s_N Parameter: 0.59	J. Am. Chem. Soc. 2003, 125, 286-295 DOI: 10.1021/ja021010y
2% water/98% HFIP (w/w)	water-HFIP mix	N Parameter: -1.62 s_N Parameter: 1.10	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 s_N Parameter: 0.88	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 s_N Parameter: 0.86	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 s_N Parameter: 0.94	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
10% water/90% HFIP (w/w)	water-HFIP mix	N Parameter: 0.96 s_N Parameter: 0.93	J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064
10% water/90% acetone (v/v)	water-acetone mix	N Parameter: 5.70 s_N 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 s_N Parameter: 0.97	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 s_N Parameter: 0.96	J. Am. Chem. Soc. 2004, 126, 5174-5181 DOI: 10.1021/ja031828z
1% water/99% HFIP (w/w)	water-HFIP mix	N Parameter: -1.93 s_N Parameter: 1.09	J. Phys. Org. Chem. 2013, 26, 59-63 DOI: 10.1002/poc.3064
(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 s_N Parameter: 0.63	Angew. Chem. Int. Ed. 2013, 52, 11163-11167 DOI: 10.1002/ange.201303524
o-nitrophenolate (in MeCN)	MeCN	N Parameter: 15.83 s_N 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 s_N Parameter: 0.82	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
p-nitrophenolate (in DMF)	DMF	N Parameter: 15.05 s_N Parameter: 0.80	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
o-nitrophenolate (in DMSO)	DMSO	N Parameter: 15.48 s_N Parameter: 0.71	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485
o-nitrophenolate (in DMF)	DMF	N Parameter: 16.65 s_N Parameter: 0.70	J. Org. Chem. 2019, 84, 8837-8858 DOI: 10.1021/acs.joc.9b01485