
TY  - JOUR
A1  - Boulton, BE 
A1  - Coller, BAW 
T1  - Kinetics, stoichiometry and mechanism in the bromination of aromatic heterocycles. II. Aqueous bromination of imidazole, 1-methylimidazole and 2-methylimidazole
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1974
VL  - 27
IS  - 11
SP  - 2331
EP  - 2341
KW  - 
UR  - https://doi.org/10.1071/CH9742331 
N2  - The coulo-chrono-potentiometric method has been used to obtain rate constants for reaction of molecular bromine with neutral imidazoles (aq., 298 K). Values of 10-6kbl/dm3 mol-1 s-l were:     Substrate        5-position     4-position    2-position Imidazole        0.5        0.4        0.2 1-Methylimidazole   2.3        1.7        0.8 2-Methylimidazole    90        -         -   The network of reactions leading to 2,4,5-tribromo-1-methylimidazole is described in detail. Relative rates of successive brominations are pH sensitive and conditions may be designed to obtain optimum yields of partially brominated imidazoles. 
ER  -

