Skip to main content
SpringerLink
Log in

Structure and properties of organic molecules. 1. Three-dimensional topological indices of alkanes

  • Proceedings Of The 13th Seminar On Intermolecular Interactions And Conformations Of Molecules
  • Published:
Journal of Structural Chemistry Aims and scope Submit manuscript

Abstract

The Winer and Schultz three-dimensional topological indices of alkanes are considered and compared with ordinary two-dimensional indices. Methods of index design and details of calculations are discussed. Unlike two-dimensional indices, three-dimensional ones adequately reflect differences between both structural and rotational isomers. Regression analysis of property-index correlations for formation enthalpy, molar volume, evaporation heat, and boiling temperature is performed using various two- and three-parameter (linear, quadratic, exponential, logarithmic, and power) functions. The ability of three-dimensional indices to correlate with these properties is found to be as good as that of two-dimensional ones.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Z. Mihalic and N. Trinajstic,J. Chem. Educ.,69, 701–712 (1992).

    Article  CAS  Google Scholar 

  2. Yu. G. Papulov, T. I. Chernova, V. M. Smolyakov, and M. N. Polyakov,Zh. Fiz. Khim.,67, 203–209 (1993).

    CAS  Google Scholar 

  3. A. T. Balaban,J. Chem. Inf. Comput. Sci.,35, 339–350 (1995).

    Article  CAS  Google Scholar 

  4. V. M. Smolyakov, M. G. Vinogradova, Yu. G. Papulov,Zh. Fiz. Khim.,69, 162–165 (1995).

    CAS  Google Scholar 

  5. M. G. Vinogradova, Yu. G. Papulov, V. M. Smolyakov, and M. N. Saltykova, ibid.,70, 680–775 (1996).

    Google Scholar 

  6. V. M. Smolyakov, Yu. G. Papulov, M. N. Polyakov, et al.,ibid., 795–800.

  7. Yu. G. Papulov and V. M. Smolyakov,Mathematical Methods in Contemporary Chemistry, Gordon and Breach, New York (1996), pp. 143–180.

    Google Scholar 

  8. P. J. Hansen and P. C. Jurs,J. Chem. Educ.,65, 574–580 (1988).

    CAS  Google Scholar 

  9. M. I. Stankevich, I. Ya. Stankevich, and N. S. Zefirov,Usp. Khim.,57, 337–366 (1988).

    CAS  Google Scholar 

  10. M. Randic,J. Chem. Inf. Comput. Sci.,32, 311–320 (1992).

    Google Scholar 

  11. C. Hu and L. Xu, ibid.,36, 82–90 (1996).

    Article  CAS  Google Scholar 

  12. Y. Yao, L. Xu, Y. Yang, and X. Yuan, ibid.,33, 590–594 (1993).

    Article  CAS  Google Scholar 

  13. M. V. Diudea and B. Parv, ibid.,35, 1015–1018 (1995).

    Article  CAS  Google Scholar 

  14. L. H. Hall, B. Mohney, and L. B. Kier, ibid.,31, 76–82 (1991).

    CAS  Google Scholar 

  15. A. N. Balaban, ibid.,32, 23–28 (1992).

    Article  CAS  Google Scholar 

  16. W. R. Muller, K. Szymanski, J. V. Knop, and N. Trinajstic, ibid.,30, 160–163 (1990).

    Google Scholar 

  17. A. T. Balaban, N. Joshi, L. B. Kier, and L. H. Hall, ibid.,32, 233–237 (1992).

    CAS  Google Scholar 

  18. A. T. Balaban, L. B. Kier, and N. Joshi,ibid., 237–244.

  19. Z. Mihalic, S. Nikolic, and N. Trinajstic,ibid., 28–37.

  20. M. G. Vinogradova, Yu. G. Papulov, V. M. Smolyakov, et al.,Transactions of Tver State University, Vol. 1, Tver University, Tver (1996), p. 186.

    Google Scholar 

  21. Yu. G. Papulov, M. G. Vinogradova, Yu. A. Malysheva, and A. B. Botov,Proceedings of the International Conference “Mathematical Models of Nonlinear Excitations, Transfer, Dynamics, and Control in Condensed Systems and Other Media,” Tver University, Tver (1997), pp. 160–163.

    Google Scholar 

  22. H. Winer,J. Am. Chem. Soc.,69, 17–20, 2636–2638 (1947).

    Article  Google Scholar 

  23. H. Winer,J. Chem. Phys.,15, 766 (1947).

    Article  Google Scholar 

  24. H. Winer,J. Phys. Chem.,52, 425–430, 1082–1089 (1948).

    Article  Google Scholar 

  25. H. P. Schultz,J. Chem. Inf. Comput. Sci.,29, 227–228 (1989).

    CAS  Google Scholar 

  26. B. Bogdanov, S. Nikolic, and N. Trinajstic,J. Math. Chem.,3, 299–309 (1989).

    Article  CAS  Google Scholar 

  27. B. Bogdanov, S. Nikolic, and N. Trinajstic, ibid.,5, 305–306 (1990).

    Article  Google Scholar 

  28. Yu. G. Papulov, V. M. Smolyakov, and V. T. Kondratieva,Zh. Fiz. Khim.,51, 1263 (1977).

    CAS  Google Scholar 

  29. Yu. G. Papulov,Statistical Stereochemistry and Conformation Analysis [in Russian], Kalinin University, Kalinin (1978).

    Google Scholar 

  30. Yu. G. Papulov and V. M. Smolyakov,Physical Properties and Chemical Structure [in Russian], Kalinin University, Kalinin (1981).

    Google Scholar 

  31. Yu. G. Papulov,Molecular Structure [in Russian], Tver University, Tver (1995).

    Google Scholar 

  32. Chemist’s Guide [in Russian], Vols. 1, 2, Khimiya, Leningrad (1971).

  33. V. M. Tatevskii (ed.),Physicochemical Properties of Individual Hydrocarbons [in Russian], Gostoptekhizdat, Moscow (1960).

    Google Scholar 

Download references

Authors
  1. Yu. A. Malysheva
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yu. G. Papulov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. G. Vinogradova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. B. Botov
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. V. M. Smolyakov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Tver State University. Translated fromZhurnal Strukturnoi Khimii, Vol. 39, No. 3, pp. 484–492, May–June, 1998.

This work was supported by RFFR grant No. 96-03-32384.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Malysheva, Y.A., Papulov, Y.G., Vinogradova, M.G. et al. Structure and properties of organic molecules. 1. Three-dimensional topological indices of alkanes. J Struct Chem 39, 393–400 (1998). https://doi.org/10.1007/BF02873648

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02873648

Keywords

Search

Navigation