Takeuchi, Y. published the artcileAcid-catalyzed isotope exchange of ring hydrogens in fluoroimidazoles, Application In Synthesis of 30086-17-0, the main research area is fluoroimidazole exchange ring hydrogen; mechanism hydrogen exchange fluoroimidazole; imidazole fluoro hydrogen exchange.
An alternative mechanism (E’) to electrophilic attack on the imidazolium ion (E pathway) involving electrophilic attack at C-(4) or C-(5) in the neutral mol., was demonstrated for imidazoles which have low pK values and which have one or two substituents capable of stabilizing a carbonium ion. Exchange by the E’ pathway occurs far more readily than E exchange. Thus, in 0.1-3 N DCl at 50°, t1/2 ≃ 9 h for 4-fluoro-2-methyl-, 12 h for 4-fluoro-1-Me, 16 h for 2-fluoro-4-methyl-, and 54h for 4-fluoroimidazole. Under these conditions, no exchange is observed at C-(2). The fluorine substituent provides the necessary combination of electronegativity and resonance overlap to permit facile exchange by the E’ pathway.
Journal of Organic Chemistry published new progress about fluoroimidazole exchange ring hydrogen; mechanism hydrogen exchange fluoroimidazole; imidazole fluoro hydrogen exchange. 30086-17-0 belongs to class imidazoles-derivatives, name is 5-Fluoro-1H-imidazole, and the molecular formula is C3H3FN2, Application In Synthesis of 30086-17-0.
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem