Abstract
The ionization constants in 50% aqueous ethanol at 20‡ C and the rates of interaction with ethyl iodide in acetone at 50‡ C of the N-methyl, N-benzyl, and N-phenyl derivatives of imidazole and benzimidazole have been measured. It has been shown that in N-phenylbenzimidazole, the phenyl group departs from the plane of the molecule by an angle of about 40‡. Because of this, the influence of the N-phenyl group on the reactivity of the imidazole ring is greater in the imidazole series than in the benzimidazole series.
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For part II, see [3].
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Pozharskii, A.F., Chegolya, T.N. & Simonov, A.M. The nature of the interaction of the phenyl and imidazole rings in the N-arylimidazoles. Chem Heterocycl Compd 4, 373–374 (1968). https://doi.org/10.1007/BF00755287
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DOI: https://doi.org/10.1007/BF00755287