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Synthesis and properties of azoles and their derivatives. 23. Electron impact mass spectrometry of regio- and stereoisomeric diarylnitro-Δ2-isoxazolines

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Abstract

It was shown that the general paths of dissociation of molecular ions of 3-phenyl-4(5)-aryl-5(4) nitro-δ2-isoxazolines involve the primary elimination of the NO .2 , HNO2, and OCHNO2 particles, and also the formation of the C6H5CN+., C6H5 +, ions and substituted tropylium cations. The 3,5- and 3,4-diaryl isomers differ most sharply in the probability of formation of \(\left[ {{\text{RC}}_{\text{6}} {\text{H}}_{\text{4}} {\text{C}} \equiv \mathop {\text{O}}\limits^ + } \right]\) ions, the peaks of which are maximal in the first case. The mass spectra of cis- and trans-isomers in the 3,5-diarylisoxazoline series differ little quantitatively.

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Literature Cited

  1. A. Baranski, Zh. Vses. Khim., Obshch., 34, 585 (1989).

    Google Scholar 

  2. A. Baranski, Polon. J. Chem., 60, 107 (1986).

    Google Scholar 

  3. G. A. Shvekhgeimer, A. Baranski, and M. Grzegozek, Synthesis, No. 9, 612 (1976).

    Google Scholar 

  4. G. Kh. Khisamutdinov and T. V. Trusova, Zh. Org. Khim., 18, 457 (1982).

    Google Scholar 

  5. L. I. Baeva, L. A. Demina, T. B. Trusova, G. G. Furin, and G. Kh. Khisamutdinov, Zh. Org. Khim., 15, 2408 (1979).

    Google Scholar 

  6. G. Kh. Khisamutdinov, L. A. Demina, and A. A. Fainzil'berg, Izv. Akad. Nauk SSSR, Ser. Khim., No. 2, 473 (1981).

    Google Scholar 

  7. A. Baranski, Khim. Geterotsilk. Soedin., No. 2, 189 (1985).

    Google Scholar 

  8. G. Kh. Khisamutdinov, L. A. Demina, L. A. Cherkasova, and V. G. Klimenko, Zh. Org. Khim., 15, 2436 (1979).

    Google Scholar 

  9. A. Baranski, P. Kowalski, H. Poradowska, M. Wozniak, and K. Ruthowski, Selected Works in the Field of Chemistry, Monograph No. 55, Technical University of Cracow (1987), p. 42.

  10. A. Baranski, Candidate of Chemical Sciences Dissertation, Moscow (1974).

  11. A. Selva and U. Vettori, Gazz, Chim. Ital., 103, 223 (1973).

    Google Scholar 

  12. N. S. Vul'fson, V. G. Zaikin, and A. I. Mikaya, Mass Spectrometry of Organic Compounds [in Russian], Khimiya, Moscow (1986), p. 145.

    Google Scholar 

  13. Q. N. Porter, Mass Spectrometry of Heterocyclic Compounds, 2nd edition, Wiley N.Y. (1985),p. 551.

    Google Scholar 

  14. P. G. Terent'ev and A. P. Stankyavichyus, Mass Spectrometric Analysis of Biologically Active Compounds [in Russian], Mokslas, Vil'nyus (1987), p. 161.

    Google Scholar 

  15. A. Baranski and E. Cholewska, Polon. J. Chem., 62 (1988).

  16. G. F. Bettinetti and S. Facchetti, Org. Mass Spectrom., 9, 753 (1974).

    Google Scholar 

  17. G. L. Aldous and J. H. Bowie, Org. Mass Spectrom., 10, 64 (1975).

    Google Scholar 

  18. B. K. Simons, Org. Mass Spectrom., 3, 925 (1970).

    Google Scholar 

  19. H. Newmann and R. R. Angier, Tetrahedron, 26, 825 (1970).

    Google Scholar 

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For Communication 22, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 88–94, January, 1990.

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Baranski, A., Mikaya, A.I. Synthesis and properties of azoles and their derivatives. 23. Electron impact mass spectrometry of regio- and stereoisomeric diarylnitro-Δ2-isoxazolines. Chem Heterocycl Compd 26, 75–80 (1990). https://doi.org/10.1007/BF00506854

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  • DOI: https://doi.org/10.1007/BF00506854

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