Mayr's Database of Reactivity Parameters

Azoles and Azole Anions

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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
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 water)
*
water

N  Param.: 9.63

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

N  Param.: 11.90

sN Param.: 0.73
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
1-methyl-imidazole (in water)
*
water

N  Param.: 9.91

sN Param.: 0.55
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
1-phenyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.31

sN Param.: 0.67
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
2-methyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.74

sN Param.: 0.76
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
2-methyl-imidazole (in water)
*
water

N  Param.: 9.45

sN Param.: 0.54
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
4-methyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.79

sN Param.: 0.77
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
2,4-dimethyl-imidazole (in MeCN)
*
MeCN

N  Param.: 11.51

sN Param.: 0.84
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
1-(trimethylsilyl)-imidazole (in MeCN)
*
MeCN

N  Param.: 11.43

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

N  Param.: 10.50

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

N  Param.: 10.37

sN Param.: 0.82
***Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
2-methyl-benzimidazole (in DMSO)
*
DMSO

N  Param.: 10.02

sN Param.: 0.85
***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
2,5-dimethyl-benzimidazole (in DMSO)
*
DMSO

N  Param.: 10.21

sN Param.: 0.85
***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
5-methoxy-benzimidazole (in DMSO)
*
DMSO

N  Param.: 11.00

sN Param.: 0.71
*Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
benzotriazole (in MeCN)
*
MeCN

N  Param.: 7.69

sN Param.: 0.76
*Org. Biomol. Chem. 2010, 8, 1929-1935
10.1039/c000965b
1-methyl-benzotriazole (in MeCN)
*
MeCN

N  Param.: 7.77

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

N  Param.: 21.09

sN Param.: 0.51
***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
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
2,4-dimethyl-imidazole anion (in DMSO)
*
DMSO

N  Param.: 20.69

sN Param.: 0.60
***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
2-formyl-imidazole anion (in DMSO)
*
DMSO

N  Param.: 16.06

sN Param.: 0.68
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411
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
benzimidazole anion (in DMSO)
*
DMSO

N  Param.: 19.13

sN Param.: 0.55
***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
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
2-formyl-imidazole anion (in water)
*
water

N  Param.: 11.07

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

N  Param.: 11.52

sN Param.: 0.67
***Chem. Eur. J. 2012, 18, 127-137
10.1002/chem.201102411