Journal of the Chemical Society. Perkin transactions II p. 1925 - 1928 (1988)
Update date:2022-08-17
Topics:
Kondo, Yasuhiko
Izawa, Shingo
Kusabayashi, Shigekazu
Rate constants and activation parameters have been determined for the reactions of the aromatic amines N-methylimidazole and N-methylbenzimidazole with methyl iodide in acetonitrile-methanol.The enthalpies of solution have also been determined for the relevant species in the same solvent mixtures.Activation enthalpies in acetonitrile and specific interaction enthalpies between the amine and methanol show a linear correlation with pKa values determined in water only over a narrowly defined type of structure.However, transition-state indices for the two reactions defined in terms of physical interaction energy, αphys and βphys, show the behaviour anticipated by analogy with reactions of pyridine derivatives. (i.e., family-independent character).
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