Mayr's Database of Reactivity Parameters

Azoles and Azole Anions

For reactivities of structurally related compounds go to: Nucleophiles » N-Nucleophiles
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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
imidazole anion (in DMSO)
*
 DMSO

N  Param.: 21.09

sN Param.: 0.51		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
imidazole (in water)
*
 water

N  Param.: 9.63

sN Param.: 0.57		***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
imidazole (in MeCN)
*
 MeCN

N  Param.: 11.47

sN Param.: 0.79		***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
imidazole (in DMSO)
*
 DMSO

N  Param.: 11.58

sN Param.: 0.79		***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
imidazole (in 91M9AN)
C3H4N2*
 MeOH-MeCN mix

N  Param.: 10.41

sN Param.: 0.70		***Angew. Chem. Int. Ed. 2006, 45, 3869-3874
10.1002/anie.200600542
benzotriazole anion (in water)
*
 water

N  Param.: 11.52

sN Param.: 0.67		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
benzotriazole anion (in DMSO)
*
 DMSO

N  Param.: 16.29

sN Param.: 0.65		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
benzotriazole (in MeCN)
*
 MeCN

N  Param.: 7.69

sN Param.: 0.76		*Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
benzimidazole anion (in DMSO)
*
 DMSO

N  Param.: 19.13

sN Param.: 0.55		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
benzimidazole (in DMSO)
*
 DMSO

N  Param.: 10.50

sN Param.: 0.79		***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
5-methyl-benzimidazole (in DMSO)
*
 DMSO

N  Param.: 10.69

sN Param.: 0.79		***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
5-methoxy-benzimidazole (in DMSO)
*
 DMSO

N  Param.: 11.00

sN Param.: 0.71		*Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
5,6-dimethyl-benzimidazole (in DMSO)
*
 DMSO

N  Param.: 11.08

sN Param.: 0.71		***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
4-nitro-imidazole anion (in water)
*
 water

N  Param.: 11.37

sN Param.: 0.53		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
4-nitro-imidazole anion (in DMSO)
*
 DMSO

N  Param.: 14.81

sN Param.: 0.71		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
4-methyl-imidazole anion (in DMSO)
*
 DMSO

N  Param.: 21.29

sN Param.: 0.51		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
4-methyl-imidazole (in MeCN)
*
 MeCN

N  Param.: 11.79

sN Param.: 0.77		***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
4-formyl-imidazole anion (in DMSO)
*
 DMSO

N  Param.: 16.40

sN Param.: 0.67		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
2-methyl-imidazole anion (in DMSO)
*
 DMSO

N  Param.: 21.03

sN Param.: 0.50		***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
2-methyl-imidazole (in water)
*
 water

N  Param.: 9.45

sN Param.: 0.54		***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b