Abstract
It has been established by UV spectroscopy that 3-hydroxypyridine N-oxide in aqueous and acid solutions exists in the form of the conjugate acid, and in an alkaline medium in the anionic form; no bipolar form has been detected in aqueous solution. Using Huckel's MO LCAO method the indices of the π-electronic structure have been calculated for various forms of 3-hydroxypyridine N-oxide. The values of the localization energies L +r obtained agree with the experimentally observed sequence of electrophilic substitution in 3-hydroxypyridine N-oxide in acid and alkaline media.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 92–95, January, 1974.
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Grachev, V.T., Zaitsev, B.E., Dyumaev, K.M. et al. Structure and reactivity of 3-hydroxypyridine N-oxide. Chem Heterocycl Compd 10, 80–83 (1974). https://doi.org/10.1007/BF00475915
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DOI: https://doi.org/10.1007/BF00475915