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The electronic and molecular structures of phenol and its ortho-meta-, and para-methyl derivates as well as their conjugate acids were studied by the semiempirical MINDO/3 method. The calculations predict substantial structural changes upon protonation. Theoretically predict-ed protonation sites are in very good agreement with experimentally observed modes of protonation under superacidic conditions.

MINDO/3 Study of the Protonation of Phenol and Methylphenols