Mayr's Database Of Reactivity Parameters
AK Prof. Mayr

Alcohols and aqueous solvents

For reactivities of structurally related compounds go to: Nucleophiles » O-Nucleophiles
Found 57 Molecules.
Molecule Solvent Reactivity Parameters Classification Reference (sort by title or year)
image of molecule

DMSO (O attack)
DMSON  Parameter: 11.30
sN Parameter: 0.74
***J. Am. Chem. Soc. 2009, 131, 11392-11401
DOI: 10.1021/ja903207b
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methanol
MeOHN  Parameter: 7.54
sN Parameter: 0.92
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
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91% methanol/9% MeCN (v/v)
MeOH-MeCN mixN  Parameter: 7.45
sN Parameter: 0.87
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
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ethanol
EtOHN  Parameter: 7.44
sN Parameter: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

80% methanol/20% MeCN (v/v)
MeOH-MeCN mixN  Parameter: 7.20
sN Parameter: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

ethanol (in MeCN)
MeCNN  Parameter: 7.13
sN Parameter: 0.71
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
DOI: 10.1246/bcsj.20170360
image of molecule

91% ethanol/9% MeCN (v/v)
EtOH-MeCN mixN  Parameter: 7.10
sN Parameter: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

91% n-propanol/9% MeCN (v/v)
nPrOH-MeCN mixN  Parameter: 7.05
sN Parameter: 0.80
***Can. J. Chem. 2005, 83, 1554-1560
DOI: 10.1139%2Fv05-170
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10% water/90%EtOH (v/v)
water-EtOH mixN  Parameter: 7.03
sN Parameter: 0.86
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

67% methanol/33% MeCN (v/v)
MeOH-MeCN mixN  Parameter: 7.01
sN Parameter: 0.91
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

80% ethanol/20% MeCN (v/v)
EtOH-MeCN mixN  Parameter: 6.94
sN Parameter: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

methanol (in MeCN)
MeCNN  Parameter: 6.86
sN Parameter: 0.73
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
DOI: 10.1246/bcsj.20170360
image of molecule

isopropanol (in MeCN)
MeCNN  Parameter: 6.82
sN Parameter: 0.70
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
DOI: 10.1246/bcsj.20170360
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67% ethanol/33% MeCN (v/v)
EtOH-MeCN mixN  Parameter: 6.74
sN Parameter: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

20% water/80%EtOH (v/v)
water-EtOH mixN  Parameter: 6.68
sN Parameter: 0.85
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

50% methanol/50% MeCN (v/v)
MeOH-MeCN mixN  Parameter: 6.67
sN Parameter: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

91% propan-2-ol/9% MeCN (v/v)
iPrOH-MeCN mixN  Parameter: 6.49
sN Parameter: 0.96
***Can. J. Chem. 2005, 83, 1554-1560
DOI: 10.1139%2Fv05-170
image of molecule

33% methanol/67% MeCN (v/v)
MeOH-MeCN mixN  Parameter: 6.38
sN Parameter: 0.92
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

50% ethanol/50% MeCN (v/v)
EtOH-MeCN mixN  Parameter: 6.37
sN Parameter: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

40% water/60%EtOH (v/v)
water-EtOH mixN  Parameter: 6.28
sN Parameter: 0.87
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

33% ethanol/67% MeCN (v/v)
EtOH-MeCN mixN  Parameter: 6.06
sN Parameter: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

20% methanol/80% MeCN (v/v)
MeOH-MeCN mixN  Parameter: 6.04
sN Parameter: 0.94
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

50% water/50%EtOH (v/v)
water-EtOH mixN  Parameter: 5.96
sN Parameter: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

60% water/40%EtOH (v/v)
water-EtOH mixN  Parameter: 5.81
sN Parameter: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

water (in MeCN)
MeCNN  Parameter: 5.79
sN Parameter: 0.72
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
DOI: 10.1246/bcsj.20170360
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20% water/80% acetone (v/v)
water-acetone mixN  Parameter: 5.77
sN Parameter: 0.87
***Angew. Chem. Int. Ed. 2004, 43, 2302-2305
DOI: 10.1002/anie.200353468
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20% ethanol/80% MeCN (v/v)
EtOH-MeCN mixN  Parameter: 5.77
sN Parameter: 0.92
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

10% water/90% acetone (v/v)
water-acetone mixN  Parameter: 5.70
sN Parameter: 0.85
***Angew. Chem. Int. Ed. 2004, 43, 2302-2305
DOI: 10.1002/anie.200353468
image of molecule

10% methanol/90% MeCN (v/v)
MeOH-MeCN mixN  Parameter: 5.55
sN Parameter: 0.97
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

80% water/20%EtOH (v/v)
water-EtOH mixN  Parameter: 5.54
sN Parameter: 0.94
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

90% water/10%EtOH (v/v)
water-EtOH mixN  Parameter: 5.38
sN Parameter: 0.91
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

tert-butanol (in MeCN)
MeCNN  Parameter: 5.35
sN Parameter: 0.72
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
DOI: 10.1246/bcsj.20170360
image of molecule

H2O (in water)
waterN  Parameter: 5.20
sN Parameter: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
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10% ethanol/90% MeCN (v/v)
EtOH-MeCN mixN  Parameter: 5.19
sN Parameter: 0.96
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

91% water/9% MeCN (v/v)
water-MeCN mixN  Parameter: 5.16
sN Parameter: 0.91
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

67% water/33% MeCN (v/v)
water-MeCN mixN  Parameter: 5.05
sN Parameter: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

50% water/50% MeCN (v/v)
water-MeCN mixN  Parameter: 5.05
sN Parameter: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

80% water/20% MeCN (v/v)
water-MeCN mixN  Parameter: 5.04
sN Parameter: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

90% water/10%TFE (v/v)
water-TFE mixN  Parameter: 5.04
sN Parameter: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

33% water/67% MeCN (v/v)
water-MeCN mixN  Parameter: 5.02
sN Parameter: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

20% water/80% MeCN (v/v)
water-MeCN mixN  Parameter: 5.02
sN Parameter: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

80% water/20%TFE (v/v)
water-TFE mixN  Parameter: 4.78
sN Parameter: 0.83
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

10% water/90% MeCN (v/v)
water-MeCN mixN  Parameter: 4.56
sN Parameter: 0.94
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

60% water/40%TFE (v/v)
water-TFE mixN  Parameter: 3.77
sN Parameter: 0.88
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

50% water/50%TFE (v/v)
water-TFE mixN  Parameter: 3.57
sN Parameter: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

40% water/60%TFE (v/v)
water-TFE mixN  Parameter: 3.42
sN Parameter: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

20% water/80%TFE (v/v)
water-TFE mixN  Parameter: 3.20
sN Parameter: 0.88
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

10% water/90%TFE (v/v)
water-TFE mixN  Parameter: 2.93
sN Parameter: 0.88
***J. Am. Chem. Soc. 2004, 126, 5174-5181
DOI: 10.1021/ja031828z
image of molecule

30% water/70% HFIP (w/w)
water-HFIP mixN  Parameter: 1.65
sN Parameter: 0.96
***J. Phys. Org. Chem. 2013, 26, 59-63
DOI: 10.1002/poc.3064
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50% water/50% HFIP (w/w)
water-HFIP mixN  Parameter: 1.50
sN Parameter: 1.03
***J. Phys. Org. Chem. 2013, 26, 59-63
DOI: 10.1002/poc.3064
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trifluoroethanol
TFEN  Parameter: 1.11
sN Parameter: 0.96
***J. Am. Chem. Soc. 2012, 134, 13902-13911
DOI: 10.1021/ja306522b
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10% water/90% HFIP (w/w)
water-HFIP mixN  Parameter: 0.96
sN Parameter: 0.93
***J. Phys. Org. Chem. 2013, 26, 59-63
DOI: 10.1002/poc.3064
image of molecule

7% water/93% HFIP (w/w)
water-HFIP mixN  Parameter: 0.34
sN Parameter: 0.96
***J. Phys. Org. Chem. 2013, 26, 59-63
DOI: 10.1002/poc.3064
image of molecule

5% water/95% HFIP (w/w)
water-HFIP mixN  Parameter: -0.10
sN Parameter: 0.97
***J. Phys. Org. Chem. 2013, 26, 59-63
DOI: 10.1002/poc.3064
image of molecule

3% water/97% HFIP (w/w)
water-HFIP mixN  Parameter: -1.19
sN Parameter: 1.08
***J. Phys. Org. Chem. 2013, 26, 59-63
DOI: 10.1002/poc.3064
image of molecule

2% water/98% HFIP (w/w)
water-HFIP mixN  Parameter: -1.62
sN Parameter: 1.10
***J. Phys. Org. Chem. 2013, 26, 59-63
DOI: 10.1002/poc.3064
image of molecule

1% water/99% HFIP (w/w)
water-HFIP mixN  Parameter: -1.93
sN Parameter: 1.09
***J. Phys. Org. Chem. 2013, 26, 59-63
DOI: 10.1002/poc.3064