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Investigation of the kinetics of basic deuteroexchange of 2-methyl, 2-phenyl, 2- and 5-benzyl-3-hydroxypyridines and their N-oxides by the pmr method

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The sequence and rate of exchange of various protons of theβ-pyridol ring were investigated in 3 -hydroxypyridine, 2-methyl-, 2-phenyl-, 2- and 5-benzyl-3-hydroxypyridines, and their N-oxides, with the aid of basic deuteroexchange.

  2. 2.

    Replacement of a methyl group by a benzyl group and then by a phenyl group is accompanied by a gradual decrease in the reactivity of theβ-pyridol ring in basic deuteroechange.

  3. 3.

    The introduction of an N-oxide group accelerates the exchange of the protons in theβ-pyridol ring, especially in theα-positions.

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Literature cited

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Authors and Affiliations

  1. Institute of Chemical Physics, Academy of Sciences of the USSR, Moscow

    V. P. Lezina, A. U. Stepanyants, V. S. Zhuravlev, L. D. Smirnov & K. M. Dyumaev

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  1. V. P. Lezina
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  2. A. U. Stepanyants
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  3. V. S. Zhuravlev
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  4. L. D. Smirnov
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  5. K. M. Dyumaev
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1498–1502, July, 1974.

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Lezina, V.P., Stepanyants, A.U., Zhuravlev, V.S. et al. Investigation of the kinetics of basic deuteroexchange of 2-methyl, 2-phenyl, 2- and 5-benzyl-3-hydroxypyridines and their N-oxides by the pmr method. Russ Chem Bull 23, 1420–1423 (1974). https://doi.org/10.1007/BF00929643

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  • DOI: https://doi.org/10.1007/BF00929643

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