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Study of protonation and deuterium exchange of carbazoles in trifluoroacetic acid-1,2-dichloroethane

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The protonation of the aromatic ring of 9-methylcarbazole under the influence of trifluoroacetic acid in 1,2-dichloroethane was established by spectrophotometry. Deuterium exchange between 9-methylcarbazole and deuterotrifluorotrifluoroacetic acid was evaluated quantitatively by means of mass spectrometry and the PMR spectra. Highly deuterated carbazole and 9-methylcarbazole were obtained for the first time.

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Literature cited

  1. E. E. Sirotkina, N. V. Moskalev, and I. G. Shabotkin, Khim. Geterotsikl. Soedin., No. 5, 640 (1984).

    Google Scholar 

  2. V. A. Budylin, A. N. Kost, and E. D. Matveeva, Khim. Geterotsikl. Soedin., No. 1, 55 (1972).

    Google Scholar 

  3. K. Imuro and T. Hanafusa, Bull. Chem. Soc. Japan, 49, 1363 (1976).

    Google Scholar 

  4. A. N. Kost, V. A. Budylin, N. N. Romanova, and E. D. Matveeva, Khim. Geterotsikl. Soedin., No. 9, 1233 (1981).

    Google Scholar 

  5. W. J. Aalsbersberg, G. J. Hoijtink, E. L. Mackor, and W. P. Weijland, J. Chem. Soc., 24, 3049 (1959).

    Google Scholar 

  6. H. J. Chen, L. E. Hakka, R.L. Hinman, A. J. Kresge, and E. B. Whipple, J. Am. Chem. Soc., 93, 5102 (1971).

    Google Scholar 

  7. I. P. Beletskaya (ed.), New Problems in Physical Organic Chemistry [Russian translation], Mir, Moscow (1969), p. 279.

    Google Scholar 

  8. W. J. Brown and N. J. Letang, J. Am. Chem. Soc., 63, No. 2, 358 (1941).

    Google Scholar 

  9. A. R. Katritzky, Physical Methods in Heterocyclic Chemistry, Academic Press, New York (1963).

    Google Scholar 

  10. A. Smith, Applied IR Spectroscopy. Fundamentals, Technique, and Analytical Application [Russian translation], Mir, Moscow (1982), p. 155.

    Google Scholar 

  11. A. I. Serebryanskaya, V. M. Kurenkova, and A. I. Shatenshtein, Zh. Obshch. Khim., No. 8, 1875 (1983).

    Google Scholar 

  12. N. Hisao, K. Hisao, and K. Toshihiro, Bull. Chem. Soc. Japan, 54, 1897 (1981).

    Google Scholar 

  13. L. P. Pavlov, Methods for the Determination of the Principal Parameters of Semiconductor Materials [in Russian], Vysshaya Shkola, Moscow (1975), p. 86.

    Google Scholar 

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Authors and Affiliations

  1. S. M. Kirov Tomsk Polytechnic Institute, 634004, Tomsk

    E. E. Sirotkina, N. V. Moskalev, I. G. Shabotkin, V. D. Ogorodnikov & É. B. Khayut

  2. Institute of Petroleum Chemistry, Siberian Branch, Academy of Sciences of the USSR, 634055, Tomsk

    E. E. Sirotkina, N. V. Moskalev, I. G. Shabotkin, V. D. Ogorodnikov & É. B. Khayut

Authors
  1. E. E. Sirotkina
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  2. N. V. Moskalev
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  3. I. G. Shabotkin
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  4. V. D. Ogorodnikov
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  5. É. B. Khayut
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 525–529, April, 1985.

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Sirotkina, E.E., Moskalev, N.V., Shabotkin, I.G. et al. Study of protonation and deuterium exchange of carbazoles in trifluoroacetic acid-1,2-dichloroethane. Chem Heterocycl Compd 21, 438–442 (1985). https://doi.org/10.1007/BF00504407

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  • DOI: https://doi.org/10.1007/BF00504407

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