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Dissociative ionization of methyl-substituted hydroxyquinolines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The mass spectra of the following methyl-substituted hydroxyquinolines have been studied in the range of energies of the ionizing electrons of 15–50 eV: 2-hydroxy-4-methylquinoline, 6-hydroxy-2-methylquinoline, 6-hydroxy-4-methylquinoline, 8-hydroxy-2-methylquinoline, 8-hydroxy-4-methylquinoline, 2,6-dihydroxy-4-methylquinoline, and 4,6-dihydroxy-2-methylquinoline. It has been shown that the processes of dissociative ionization for the series of compounds investigated take place exclusively from the keto forms of the molecular ions. The stability to electron impact is determined largely by the degree of enolization of the structures considered. The values of the selective decomposition are given and a scheme is proposed for the identification of the isomeric methyl-substituted hydroxyquinolines.

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Literature cited

  1. A. K. Mallams and S. S. Israelstam, J. Org. Chem., 29, 3548 (1964).

    Google Scholar 

  2. K. Desai and C. M. Desai, Indian J. Chem., 5, 170 (1967).

    Google Scholar 

  3. O. Červinka and O. Bělovsky, Coll., 26, 3181 (1961).

    Google Scholar 

  4. M. Zuckner and C. Ritter, Tetrah. Lett., 741 (1965).

  5. R. L. Stevenson, M. E. Wacks, and W. M. Scott, Org. Mass. Spectrum, 2, 261 (1969).

    Google Scholar 

  6. R. A. Khmel'nitskii and N. A. Klyuev, Dokl. TSKhA, 162, 393 (1971).

    Google Scholar 

  7. G. Schwarzenbach and E. Felder, Helv. Chim. Acta, 27, 1705 (1944).

    Google Scholar 

  8. S. F. Mason, J. Chem. Soc., 674 (1958).

  9. M. I. Kabachnik, Zh. Vses. Khim. Obshchestva im. D. I. Mendeleeva, 7, No. 3, 263 (1962).

    Google Scholar 

  10. A. Albert and J. N. Phillips, J. Chem. Soc., 1294 (1956).

  11. D. M. Clugston and D. B. Maclean, Can. J. Chem., 44, 781 (1966).

    Google Scholar 

  12. R. E. Burton and W. J. Davis, J. Chem. Soc., 1766 (1964).

  13. J. Beynon, Mass Spectrometry and Its Application to Organic Chemistry, Elsevier, Amsterdam (1970).

    Google Scholar 

  14. R. Marchelli, W. D. Jamieson, S. H. Safe, O. Hutzinger, and R. A. Heacock, Can. J. Chem., 49, 1296 (1971).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 972–978, July, 1973.

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Klyuev, N.A., Khmel'nitskii, R.A., Mal'tseva, G.A. et al. Dissociative ionization of methyl-substituted hydroxyquinolines. Chem Heterocycl Compd 9, 895–900 (1973). https://doi.org/10.1007/BF00471578

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  • DOI: https://doi.org/10.1007/BF00471578

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