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 (in DMSO)
*
 DMSO

N  Param.: 11.58

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
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
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
imidazole (in MeCN)
*
 MeCN

N  Param.: 11.47

sN Param.: 0.79		***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-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