Mayr's Database of Reactivity Parameters

Other N-centered nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
thiocyanate (in MeCN)
CNS*
MeCN

N  Param.: 12.13

sN Param.: 0.60
*J. Am. Chem. Soc. 2003, 125, 14126-14132
10.1021/ja037317u
nitrite ion (in MeCN)
NO2*
MeCN

N  Param.: 17.20

sN Param.: 0.72
***Angew. Chem. Int. Ed. 2005, 44, 4623-4626
10.1002/anie.200501274
azide ion (in 91M9AN)
N3-*
MeOH-MeCN mix

N  Param.: 14.54

sN Param.: 0.82
***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
azide ion (in 91E9AN)
N3-*
EtOH-MeCN mix

N  Param.: 16.30

sN Param.: 0.73
***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
azide ion (in 91nPr9AN)
N3-*
nPrOH-MeCN mix

N  Param.: 16.70

sN Param.: 0.73
***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
azide ion (in 91iPr9AN)
N3-*
iPrOH-MeCN mix

N  Param.: 17.07

sN Param.: 0.71
***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
azide ion (in DMSO)
N3-*
DMSO

N  Param.: 20.50

sN Param.: 0.59
***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
azide ion (in 45M55AN)
N3-*
MeOH-MeCN mix

N  Param.: 15.01

sN Param.: 0.80
***J. Phys. Org. Chem. 2006, 19, 706-713
10.1002/poc.1063
cyanate (in MeCN)
CNO-*
MeCN

N  Param.: 13.60

sN Param.: 0.84
***Chem. Eur. J. 2008, 14, 3866-3868
10.1002/chem.200800314