Mayr's Database of Reactivity Parameters

O-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
2-phenylperoxyacetate (in H2O)
C8H7O3 *
water

N  Param.: 15.63

sN Param.: 0.56
*** Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
methanolate (in methanol)
CH3O- *
MeOH

N  Param.: 15.78

sN Param.: 0.56
*** Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
ethanolate (in ethanol)
C2H5O- *
EtOH

N  Param.: 15.78

sN Param.: 0.65
*** Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
o-nitrophenolate (in MeCN)
C6H4NO3 *
MeCN

N  Param.: 15.83

sN Param.: 0.80
*** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
phthalimidoperoxyhexanoate (in H2O)
C14H20NO5 *
water

N  Param.: 16.02

sN Param.: 0.54
*** Angew. Chem. Int. Ed. 2017, 56, 13279-13282
10.1002/anie.201707086
n-propanolate (in propan-1-ol)
C3H8O- *
nPrOH

N  Param.: 16.03

sN Param.: 0.70
*** 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
ethanolate (in 91E9AN)
C2H5O- *
EtOH-MeCN mix

N  Param.: 16.08

sN Param.: 0.62
*** Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
benzoate (inMeCN)
*
MeCN

N  Param.: 16.45

sN Param.: 0.72
*** J. Am. Chem. Soc. 2020, 142, 5221-5233
10.1021/jacs.9b12998
o-nitrophenolate (in DMF)
C6H4NO3 *
DMF

N  Param.: 16.65

sN Param.: 0.70
*** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485