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On some topological indices and their importance in chemical sciences: a comparative study

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Abstract

In this paper, we mainly focused on some well-known degree-based topological indices. How they can help in QSPR studies is the main objective behind this study. We tested their predictive ability of some physicochemical properties of polycyclic aromatic hydrocarbons. With the help of this study, we predicted boiling point, entropy, acentric factor, octanol-water partition coefficient, enthalpy of formation and Kovats retention index of some benzenoid hydrocarbons.

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The experimental data for benzenoid hydrocarbons were taken from references 16-25 and from https://pubchem.ncbi.nlm.nih.gov. MS-Excel was used for statistical analyses.

References

  1. O. Mekenyan, D. Bonchev, A. Sabljic, N. Trinajstić, Applications of topological indices to QSAR. The use of the Balaban index and the electropy index for correlations with toxicity of ethers on mice. Acta Pharm. Jugosl. 37, 75–86 (1987)

    Google Scholar 

  2. E. Estrada, E. Uriarte, Recent advances on the role of topological indices in drug discovery research. Curr. Med. Chem. 8(13), 1573–1588 (2001)

    Article  Google Scholar 

  3. S.C. Basak, D. Mills, B. D. Gute, G.D. Grunwald, A.T. Balaban, Applications of topological indices in the property/bioactivity/toxicity prediction of chemicals, in Topology in Chemistry (Elsevier, 2002), pp. 113–184

  4. A. Pyka, Application of topological indices for prediction of the biological activity of selected alkoxyphenols. Acta Pol. Pharm. 59(5), 347–352 (2002)

    Google Scholar 

  5. R. Natarajan, P. Kamalakanan, I. Nirdosh, Applications of topological indices to structure-activity relationship modelling and selection of mineral collectors, Indian Journal of Chemistry. Sect. A: Inorgan., Phys., Theor. Analyt. 42(6), 1330–1346 (2003)

    Google Scholar 

  6. I. Gutman, N. Trinajstić, Graph theory and molecular orbitals. total \(\varphi \)-electron energy of alternant hydrocarbons. Chem. Phys. Lett. 17(4), 535–538 (1972)

    Article  Google Scholar 

  7. B. Furtula, I. Gutman, A forgotten topological index. J. Math. Chem. 53(4), 1184–1190 (2015)

    Article  MathSciNet  Google Scholar 

  8. M. Randić, Characterization of molecular branching. J. Am. Chem. Soc. 97(23), 6609–6615 (1975)

    Article  Google Scholar 

  9. O. Favaron, M. Mahéo, J.-F. Saclé, Some eigenvalue properties in graphs (conjectures of graffiti-II). Discret. Math. 111(1–3), 197–220 (1993)

    Article  MathSciNet  Google Scholar 

  10. E. Estrada, L. Torres, L. Rodriguez, I. Gutman, An atom-bond connectivity index: modelling the enthalpy of formation of alkanes, Indian Journal of Chemistry. Sect. A: Inorgan., Phys., Theor. Analyt. 37A, 849–855 (1998)

    Google Scholar 

  11. B. Zhou, N. Trinajstić, On a novel connectivity index. J. Math. Chem. 46(4), 1252–1270 (2009)

    Article  MathSciNet  Google Scholar 

  12. D. Vukičević, B. Furtula, Topological index based on the ratios of geometrical and arithmetical means of end-vertex degrees of edges. J. Math. Chem. 46(4), 1369–1376 (2009)

    Article  MathSciNet  Google Scholar 

  13. L. Zhong, The harmonic index for graphs. Appl. Math. Lett. 25(3), 561–566 (2012)

    Article  MathSciNet  Google Scholar 

  14. D. Vukičević, M. Gašperov, Bond additive modeling 1. Adriatic indices. Croat. Chem. Acta 83(3), 243–260 (2010)

    Google Scholar 

  15. P. Ranjini, V. Lokesha, A. Usha, Relation between phenylene and hexagonal squeeze using harmonic index. Int. J. Graph Theory 1(4), 116–121 (2013)

    Google Scholar 

  16. M.M. Ferreira, Polycyclic aromatic hydrocarbons: a QSPR study. Chemosphere 44(2), 125–146 (2001)

    Article  ADS  Google Scholar 

  17. V.H. Alvarez, M.D. Saldana, Modeling solubility of polycyclic aromatic compounds in subcritical water. Ind. Eng. Chem. Res. 50(19), 11396–11405 (2011)

    Article  Google Scholar 

  18. R.A. Alberty, M.B. Chung, A.K. Reif, Standard chemical thermodynamic properties of polycyclic aromatic hydrocarbons and their isomer groups. III. Naphthocoronene series, ovalene series, and first members of some higher series. J. Phys. Chem. Ref. Data 19(2), 349–370 (1990)

    Article  ADS  Google Scholar 

  19. R.A. Alberty, M.B. Chung, A.K. Reif, Standard chemical thermodynamic properties of polycyclic aromatic hydrocarbons and their isomer groups. II. Pyrene series, naphthopyrene series, and coronene series. J. Phys. Chem. Ref. Data 18(1), 77–109 (1989)

    Article  ADS  Google Scholar 

  20. R.A. Alberty, A.K. Reif, Standard chemical thermodynamic properties of polycyclic aromatic hydrocarbons and their isomer groups I. Benzene series. J. Phys. Chem. Ref. Data 17(1), 241–253 (1988)

    Article  ADS  Google Scholar 

  21. R.A. Alberty, A.K. Reif, Erratum: standard chemical thermodynamic properties of polycyclic aromatic hydrocarbons and their isomer groups I. Benzene series [J. Phys. Chem. Ref. Data 1 7, 241 (1988)]. J. Phys. Chem. Ref. Data 18(1), 551–553 (1989)

    Article  ADS  Google Scholar 

  22. H. Wang, M. Frenklach, Transport properties of polycyclic aromatic hydrocarbons for flame modeling. Combust. Flame 96(1–2), 163–170 (1994)

    Article  Google Scholar 

  23. Q. Wang, Q. Jia, P. Ma, Prediction of the acentric factor of organic compounds with the positional distributive contribution method. J. Chem. Eng. Data 57(1), 169–189 (2012)

    Article  Google Scholar 

  24. M. Perry, C. White, Correlations of molecular connectivity with critical volume and acentricity. AIChE J. 33(1), 146–151 (1987)

    Article  Google Scholar 

  25. C.M. White, Prediction of the boiling point, heat of vaporization, and vapor pressure at various temperatures for polycyclic aromatic hydrocarbons. J. Chem. Eng. Data 31(2), 198–203 (1986)

    Article  Google Scholar 

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Acknowledgements

We would like to thank the anonymous reviewers for their careful reading of our manuscript and their many insightful comments and suggestions to improve the manuscript. The first author would like to express special thanks of gratitude to the Council of Scientific and Industrial Research (CSIR), Government of India, for their financial support under Grant No. 09/973(0016)/2017-EMR-I.

Funding

The work is supported by Council of Scientific and Industrial Research, Government of India, Grant No. 09/973(0016)/2017-EMR-I.

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Authors and Affiliations

  1. Department of Mathematics, National Institute of Technology, Durgapur, India

    Prosanta Sarkar & Anita Pal

  2. Department of Mathematics, Tehatta Sadananda Mahavidyalaya, Tehatta, India

    Nilanjan De

Authors
  1. Prosanta Sarkar
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  2. Nilanjan De
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  3. Anita Pal
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Contributions

PS was involved in conceptualization and writing—original draft preparation; ND was involved in investigation and supervision; AP was involved in supervision and validation.

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Sarkar, P., De, N. & Pal, A. On some topological indices and their importance in chemical sciences: a comparative study. Eur. Phys. J. Plus 137, 195 (2022). https://doi.org/10.1140/epjp/s13360-022-02431-1

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