Skip to main content
Log in

Structural dependence of the fragmentation of naphthalenesulfonyl halide and naphthalenesulfonamide molecules under electron ionization

  • Published:
Journal of Structural Chemistry Aims and scope Submit manuscript

Abstract

By mass spectrometry it is found that naphthalene, 1-naphthalenesulfonyl chloride, 2-naphthalenesulfonyl fluoride, 2-naphthalenesulfonyl chloride, 1,5-naphthalenedisulfonyl chloride, 1-naphthalenesulfonamide, and 2-naphthalenesulfonamide evaporate congruently on heating and their saturated vapor is presented by the corresponding monomeric molecular forms. The relationship is established between the character of the fragmentation of molecules during electron ionization and the specific features of their geometric and electronic structures.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. S. D. Barton and W. D. Ollis, Comprehensive Organic Chemistry. The Synthesis and Reaction of Organic Compounds, vol. 3: Sulfur Compounds, Pergamon Press, Oxford, New-York, Toronto, Sydney, Paris, Frankfurt (1979).

    Google Scholar 

  2. S. Patai and Z. Rappoport (eds.), The Chemistry of Sulphonic Acids and Their Derivatives, Wiley, Chichester (1991).

    Google Scholar 

  3. S. Otsuki and T. Taguchi, J. Photochem. Photobiol., A: Chem., 111, Nos. 1-3, 233 (1997).

    Article  CAS  Google Scholar 

  4. A. L. Rusanov, E. G. Bulycheva, M. G. Bugaenko, V. Yu. Voytekunas, and M. J. Abadie, Russ. Chem. Rev., 78, No. 1, 53 (2009).

    Article  CAS  Google Scholar 

  5. Yu. A. Dobrovolskii, U. V. Volkov, A. V. Pisareva, Yu. A. Fedotov, D. Yu. Likhachev, and A. L. Rusanov, Ross. Khim. Zh., 50, No. 6, 95 (2006).

    CAS  Google Scholar 

  6. N. I. Giricheva, V. M. Petrov, H. Oberhammer, V. N. Petrova, M. Dakkouri, S. N. Ivanov, and G. V. Girichev, J. Mol. Struct., 1042, 66 (2013).

    Article  CAS  Google Scholar 

  7. N. I. Giricheva, G. V. Girichev, M. Dakkouri, S. N. Ivanov, V. M. Petrov, and V. N. Petrova, Struct. Chem., 24, No. 3, 819 (2013).

    Article  CAS  Google Scholar 

  8. G. V. Girichev, N. I. Giricheva, S. N. Ivanov, Yu. S. Medvedeva, and V. M. Petrov, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 54, No. 12, 22 (2011).

    Google Scholar 

  9. SDBSWeb, National Institute of Advanced Industrial Science and Technology (2013); http://riodb01ibaseaistgojp/sdbs/.

  10. N. I. Giricheva, V. M. Petrov, M. Dakkouri, H. Oberhammer, V. N. Petrova, S. A. Shlykov, S. N. Ivanov, and G. V. Girichev, J. Phys. Chem. A, 119, No. 9, 1502–1510 (2015).

    Article  CAS  Google Scholar 

  11. N. S. Wulfson (ed.), Preparative Organic Chemistry, Inostrannaya Literatura, Moscow (1959).

    Google Scholar 

  12. R. L. Shriner, C. K. F. Hermann, T. C. Morrill, D. Y. Curtin, and R. C. Fuson, The Systematic Identification of Organic Compounds, John Wiley & Sons, New York (1997).

    Google Scholar 

  13. G. V. Girichev, A. N. Utkin, and Yu. F. Revichev, Prib. Tekh. Eksp., 2, 187 (1984).

    Google Scholar 

  14. G. V. Girichev, S. A. Shlykov, and Yu. F. Revichev, Prib. Tekh. Eksp., 4, 167 (1986).

    Google Scholar 

  15. A. T. Lebedev, Mass Spectrometry in Organic Chemistry [in Russian], BINOM, Laboratoriya Znanii, Moscow (2003).

    Google Scholar 

  16. K. A. Wiberg, Tetrahedron, 24, No. 3, 1083 (1968).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to N. I. Giricheva.

Additional information

Original Russian Text © 2016 N. I. Giricheva, G. V. Girichev, V. M. Petrov.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Giricheva, N.I., Girichev, G.V. & Petrov, V.M. Structural dependence of the fragmentation of naphthalenesulfonyl halide and naphthalenesulfonamide molecules under electron ionization. J Struct Chem 57, 97–103 (2016). https://doi.org/10.1134/S002247661601011X

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S002247661601011X

Keywords

Navigation