Mayr's Database Of Reactivity Parameters
AK Prof. Mayr

S- and Se-Nucleophiles

For reactivities of structurally related compounds go to: Nucleophiles
Found 33 Molecules.
Molecule Solvent Reactivity Parameters Classification Reference (sort by title or year)
image of molecule

thiophenolate (in DMSO)
DMSON  Parameter: 23.36
sN Parameter: 0.74
***J. Org. Chem. 2021, 86, 5965-5972
DOI: 10.1021/acs.joc.1c00025
image of molecule

thiocyanate (in MeCN)
MeCNN  Parameter: 17.94
sN Parameter: 0.60
***J. Am. Chem. Soc. 2003, 125, 14126-14132
DOI: 10.1021/ja037317u
image of molecule

thioacetate (in MeCN)
MeCNN  Parameter: 21.20
sN Parameter: 0.63
***Org. Biomol. Chem. 2011, 9, 8046-8050
DOI: 10.1039/c1ob06245j
image of molecule

tetrahydrothiopyran (in CH2Cl2)
dichloromethaneN  Parameter: 11.94
sN Parameter: 0.75
**Chem. Eur. J. 2021, 21, 11367-11376
DOI: 10.1002/chem.202100977
image of molecule

tetrahydrothiophene (in MeCN)
MeCNN  Parameter: 13.30
sN Parameter: 0.72
-Chem. Eur. J. 2021, 21, 11367-11376
DOI: 10.1002/chem.202100977
image of molecule

tetrahydrothiophene (in CH2Cl2)
dichloromethaneN  Parameter: 13.10
sN Parameter: 0.72
-Chem. Eur. J. 2021, 21, 11367-11376
DOI: 10.1002/chem.202100977
image of molecule

SO3(2-) (in water)
waterN  Parameter: 16.83
sN Parameter: 0.56
***J. Am. Chem. Soc. 2003, 125, 286-295
DOI: 10.1021/ja021010y
image of molecule

pyrrolidin-1-yl dithiocarbamate (in MeCN)
MeCNN  Parameter: 22.40
sN Parameter: 0.63
***Org. Biomol. Chem. 2011, 9, 8046-8050
DOI: 10.1039/c1ob06245j
image of molecule

piperidin-1-yl dithiocarbamate (in MeCN)
MeCNN  Parameter: 23.84
sN Parameter: 0.57
***Org. Biomol. Chem. 2011, 9, 8046-8050
DOI: 10.1039/c1ob06245j
image of molecule

phenylsulfinate (in MeCN)
MeCNN  Parameter: 20.11
sN Parameter: 0.59
***J. Am. Chem. Soc. 2010, 132, 4796-4805
DOI: 10.1021/ja9102056
image of molecule

phenylsulfinate (in DMSO)
DMSON  Parameter: 19.60
sN Parameter: 0.60
***J. Am. Chem. Soc. 2010, 132, 4796-4805
DOI: 10.1021/ja9102056
image of molecule

phenylsulfinate (in 50W50AN)
water-MeCN mixN  Parameter: 13.75
sN Parameter: 0.68
***J. Am. Chem. Soc. 2010, 132, 4796-4805
DOI: 10.1021/ja9102056
image of molecule

O-isopropyl dithiocarbonate (in MeCN)
MeCNN  Parameter: 18.27
sN Parameter: 0.78
***Org. Biomol. Chem. 2011, 9, 8046-8050
DOI: 10.1039/c1ob06245j
image of molecule

O-ethyl dithiocarbonate (in MeCN)
MeCNN  Parameter: 19.30
sN Parameter: 0.69
***Org. Biomol. Chem. 2011, 9, 8046-8050
DOI: 10.1039/c1ob06245j
image of molecule

naphthalene-2-thiolate (in DMSO)
DMSON  Parameter: 22.55
sN Parameter: 0.83
***J. Org. Chem. 2021, 86, 5965-5972
DOI: 10.1021/acs.joc.1c00025
image of molecule

N,N-dimethyl dithiocarbamate (in MeCN)
MeCNN  Parameter: 20.93
sN Parameter: 0.69
***Org. Biomol. Chem. 2011, 9, 8046-8050
DOI: 10.1039/c1ob06245j
image of molecule

morpholin-1-yl dithiocarbamate (in MeCN)
MeCNN  Parameter: 21.72
sN Parameter: 0.64
***Org. Biomol. Chem. 2011, 9, 8046-8050
DOI: 10.1039/c1ob06245j
image of molecule

glutathione GSH(NH3+/S-)
waterN  Parameter: 20.97
sN Parameter: 0.56
***Angew. Chem. Int. Ed. 2019, 58, 17704-17708
DOI: 10.1002/anie.201909803
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dimethylsulfide (in MeCN)
MeCNN  Parameter: 12.70
sN Parameter: 0.72
-Chem. Eur. J. 2021, 21, 11367-11376
DOI: 10.1002/chem.202100977
image of molecule

dimethylsulfide (in CH2Cl2)
dichloromethaneN  Parameter: 12.32
sN Parameter: 0.72
**Chem. Eur. J. 2021, 21, 11367-11376
DOI: 10.1002/chem.202100977
image of molecule

dimethylselenide (in CH2Cl2)
dichloromethaneN  Parameter: 12.60
sN Parameter: 0.72
-Chem. Eur. J. 2021, 21, 11367-11376
DOI: 10.1002/chem.202100977
image of molecule

dibutylsulfide (in CH2Cl2)
dichloromethaneN  Parameter: 11.86
sN Parameter: 0.74
**Chem. Eur. J. 2021, 21, 11367-11376
DOI: 10.1002/chem.202100977
image of molecule

4-nitrothiophenolate (in DMSO)
DMSON  Parameter: 18.92
sN Parameter: 0.87
***J. Org. Chem. 2021, 86, 5965-5972
DOI: 10.1021/acs.joc.1c00025
image of molecule

4-methylthiophenolate (in DMSO)
DMSON  Parameter: 24.35
sN Parameter: 0.69
***J. Org. Chem. 2021, 86, 5965-5972
DOI: 10.1021/acs.joc.1c00025
image of molecule

4-methylpiperazin-1-yl dithiocarbamate (in MeCN)
MeCNN  Parameter: 23.61
sN Parameter: 0.57
***Org. Biomol. Chem. 2011, 9, 8046-8050
DOI: 10.1039/c1ob06245j
image of molecule

4-methoxythiophenolate (in DMSO)
DMSON  Parameter: 24.97
sN Parameter: 0.68
***J. Org. Chem. 2021, 86, 5965-5972
DOI: 10.1021/acs.joc.1c00025
image of molecule

4-bromothiophenolate (in DMSO)
DMSON  Parameter: 22.80
sN Parameter: 0.78
***J. Org. Chem. 2021, 86, 5965-5972
DOI: 10.1021/acs.joc.1c00025
image of molecule

4-(trifluoromethyl)thiophenolate (in DMSO)
DMSON  Parameter: 21.30
sN Parameter: 0.86
***J. Org. Chem. 2021, 86, 5965-5972
DOI: 10.1021/acs.joc.1c00025
image of molecule

3-chlorothiophenolate (in DMSO)
DMSON  Parameter: 22.50
sN Parameter: 0.78
***J. Org. Chem. 2021, 86, 5965-5972
DOI: 10.1021/acs.joc.1c00025
image of molecule

3-(trifluoromethyl)thiophenolate (in DMSO)
DMSON  Parameter: 21.75
sN Parameter: 0.86
***J. Org. Chem. 2021, 86, 5965-5972
DOI: 10.1021/acs.joc.1c00025
image of molecule

3,5-bis(trifluoromethyl)thiophenolate (in DMSO)
DMSON  Parameter: 19.71
sN Parameter: 0.86
***J. Org. Chem. 2021, 86, 5965-5972
DOI: 10.1021/acs.joc.1c00025
image of molecule

2-sulfidoacetate (in water)
waterN  Parameter: 22.62
sN Parameter: 0.43
***J. Am. Chem. Soc. 2003, 125, 286-295
DOI: 10.1021/ja021010y
image of molecule

cysteine (dianionic, in water)
waterN  Parameter: 23.43
sN Parameter: 0.42
***Org. Biomol. Chem. 2007, 5, 3814-3820
DOI: 10.1039/b713778h