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Evaluation of the polarity and boiling points of nitrogen-containing heterocyclic compounds by gas chromatography

  • Physical Chemistry
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Abstract

Experimental gas-chromatographic data for 55 aromatic and aliphatic N-containing heterocyclic compounds and C5–C13 n-alkanes are analyzed. The polar constitutents of the boiling points (T pol) were calculated as the difference between the boiling points measured directly and the boiling points calculated from GC data obtained on a nonpolar column. Depending on the number, nature, and position of heteroatoms and alkyl groups in the rings and the structures of the molecules, theT pol values vary from −11° to +82°. The possibility of usingT pol values to estimate the physicochemical properties of compounds is discussed.

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References

  1. A. V. Kiselev, A. V. Iogansen, K. I. Sakodynskii, V. M. Sakharov, Ya. I. Yashin, A. P. Karnaukhov, N. E. Buyanova, and G. A. Kurkchi,Fiziko-khimicheskoe primenenie gazovoi khromatografii [Physicochemical Use of Gas Chromatography], Khimiya, Moscow, 1973, 103, 234 (in Russian).

    Google Scholar 

  2. M. S. Vigdergauz, L. V. Semenchenko, V. A. Ezrets, and Yu. N. Bogoslovskii,Machestvennyi gazokhromatograficheskii analiz [Qualitative Gas-Chromatographic Analysis], Nauka, Moscow, 1978, 105 (in Russian).

    Google Scholar 

  3. A. N. Beresnev, I. N. Stan'kov, V. A. Yarova, K. I. Sakodynskii, and S. P. Leonova,Zh. Fiz. Khim., 1990,64, 2148 [Russ. J. Phys. Chem., 1990,64 (Engl. Transl.)].

    CAS  Google Scholar 

  4. R. V. Golovnya, T. E. Kuz'menko, and I. L. Zhuravleva,Izv. Akad. Nauk, Ser. Khim., 1999, 730 [Russ. Chem. Bull., 1999,48, 726 (Engl. Transl.)].

  5. M. B. Terenina, I. L. Zhuravleva, and R. V. Golovnya,Zh. Anal. Khim., 1991,46, 2228 [Russ. J. Anal. Chem., 1991,46 (Engl. Transl.)].

    CAS  Google Scholar 

  6. I. L. Zhuravleva, V. V. Shenderyuk, E. V. Yakush, and R. V. Golovnya,Izv. Akad. Nauk SSSR, Ser. Khim., 1990, 1338 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990,39, 1204 (Engl. Transl.)].

    Google Scholar 

  7. R. V. Golovnya, I. L. Zhuravleva, and M. A. Sal'kova,Zh. Anal. Khim., 1992,47, 1269 [Russ. J. Anal. Chem., 1992,47 (Engl. Transl.)].

    CAS  Google Scholar 

  8. R. V. Golovnya, A. L. Samusenko, and L. B. Dmitriev,Izv. Akad. Nauk SSSR, Ser. Khim., 1987, 2234 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1987,36, 2069 (Engl. Transl.)].

    Google Scholar 

  9. I. L. Zhuravleva and T. E. Kuz'menko,Izv. Akad. Nauk, Ser. Khim., 1999, 1955 [Russ. Chem. Bull., 1999,48, 1931 (Engl. Transl.)].

  10. M. A. Kuznetsov, L. M. Kuznetsova, R. L. Plechko, A. A. Potekhin, V. P. Semenov, and B. V. Stolyarov,Svoistva organicheskikh soedinenii [Properties of Organic Compounds], Khimiya, Leningrad, 1984, 518 pp. (in Russian).

    Google Scholar 

  11. Handbook of Fine Chemicals, Catalog, Aldrich Chemical Company, Millwaukee, 1996–1997, 509, 997, 1026, 1027, 1034, 1270, 1416, 1487, 1490.

  12. V. M. Nabivach and A. V. Kirilenko,Chromatographia, 1980,13, 93.

    Article  CAS  Google Scholar 

  13. A. E. Lutskii and V. V. Prezhdo,Zh. Fiz. Khim., 1971,45, 1273 [Russ. J. Phys. Chem., 1971,45 (Engl. Transl.)].

    CAS  Google Scholar 

  14. Spravochnik khimika [Chemist's Handbook], Vol. 1 Khimiya, Moscow-Leningrad, 1966, 384 (in Russian).

  15. A. L. Samusenko and R. V. Golovnya,Chromatographia, 1988,25, 531.

    Article  CAS  Google Scholar 

  16. Yu. A. Teterin, L. N. Talanova, L. N. Nikllenko, and A. A. Popov,Zh. Obshch. Khim., 1976,46, 1427 [J. Gen. Chem. USSR, 1976,46 (Engl. Transl.)].

    CAS  Google Scholar 

  17. F. Smith,Aust. J Chem., 1977,30, 23, 43.

    CAS  Google Scholar 

  18. G. DiPaola-Baranyi, J. E. Guillet, H.-E. Jeberien, and J. Klein,Macromol. Chemie, 1980,181, 215.

    Article  CAS  Google Scholar 

  19. U. Domanski, K. Domanski, C. Klofutar, and S. Paljk,Thermochim. Acta, 1990,173, 273;Chem. Abstrs., 1991,114, 130496z.

    Article  Google Scholar 

  20. A. J. Treszczanowicz, G. C. Benson, and T. Treszczanowicz,Bull. Pol. Acad. Sci., Chem., 1990,38, 59;Chem. Abstrs., 1991,114, 12947z.

    CAS  Google Scholar 

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp., 323–326, February, 2000.

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Zhuravleva, I.L. Evaluation of the polarity and boiling points of nitrogen-containing heterocyclic compounds by gas chromatography. Russ Chem Bull 49, 325–328 (2000). https://doi.org/10.1007/BF02494682

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  • DOI: https://doi.org/10.1007/BF02494682

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