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Imidazole is used as a buffer in the range of pH 6.2-7.8. It is also an histamine antagonist. It acts as a chelator and forms complexes with various divalent cations. It is used as a corrosion inhibitor on certain transition metals such as copper. Its derivatives, like polybenzimidazole (PBI), act as fire retardants. It finds application in photography and electronics. Imidazole salts are used as ionic liquids and precursors to stable carbenes. Imidazole derivatives like ketoconazole, miconazole and clotrimazole are involved in the treatment of various systemic fungal infections. It is a part of the theophylline molecule, present in tea leaves and coffee beans, which stimulates the central nervous system.
Nucleophilic catalyst for many acylation and silylation reactions, compare 4-(Dimethylamino)pyridine, A13016.
For use in: silylation of 1,3-diketones, see Hexamethyldisilazane, A15139; introduction of the TBDMS and TBDPS groups; see: tert-Butyldimethylchlorosilane, A13064, and tert-Butyldiphenylchlorosilane, A12721, respectively.
In combination with triphenylphosphine and iodine, vic-diols are converted to alkenes: Synthesis, 469 (1979), and alcohols to alkyl iodides: Synth. Commun., 20, 1473 (1990).
With 2 moles of an aroyl halide gives, after hydrolysis, good yields of 2-aroylimidazoles: Synthesis, 675 (1978).
Sankar, M.; Ajithkumar, T. G.; Sankar, G.; Manikandan, P. Supported imidazole as heterogeneous catalyst for the synthesis of cyclic carbonates from epoxides and CO 2. Catal. Commun. 2015, 59, 201-205.
Hart, K. R.; Sottos, N. R.; White, S. R. Repeatable self-healing of an epoxy matrix using imidazole initiated polymerization. Polymer 2015, 67,/span> 174-184.
Hazard Statements: H302-H314-H360
Harmful if swallowed. Causes severe skin burns and eye damage. May damage fertility or the unborn child.
Precautionary Statements: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a
Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.