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Excess Molar Volumes and Excess Isentropic Compressibilities of o-Toluidine + Tetrahydropyran with Pyridine or Benzene or Toluene Ternary Mixtures at 298.15, 303.15 and 308.15 K

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Abstract

The densities, ρ 123, and speeds of sound, u 123, of ternary o-toluidine (OT, 1) + tetrahydropyran (THP, 2) + pyridine (Py) or benzene or toluene (3) mixtures have been measured as a function of composition at 298.15, 303.15 and 308.15 K. Values of the excess molar volumes, \( V_{123}^{\text{E}} , \) and excess isentropic compressibilities, \( (\kappa_{\text{S}}^{\text{E}} )_{123} , \) of the studied mixtures have been determined by employing the measured experimental data. The observed thermodynamic properties were fitted with the Redlich–Kister equation to determine adjustable ternary parameters and standard deviations. The \( V_{123}^{\text{E}} \) and \( (\kappa_{\text{S}}^{\text{E}} )_{123} \) values were also analyzed in terms of Graph theory. It was observed that Graph theory correctly predicts the sign as well as magnitude of \( V_{123}^{\text{E}} \) and \( (\kappa_{\text{S}}^{\text{E}} )_{123} \) values of the investigated mixtures. Analysis of the data suggests strong interactions and a more close packed arrangement in OT (1) + THP (2) + Py (3) mixtures as compared to those of the OT (1) + THP (2) + benzene (3) or toluene (3) mixtures. This may be due to the presence of a nitrogen atom in Py which results in stronger interactions for the OT:THP molecular entity as compared to those with benzene or toluene.

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References

  1. Moravkova, L., Wanger, Z., Linek, J.: Volumetric properties of pyridine, 2-picoline, 3-picoline and 4-picoline at temperatures from (298.15 to 328.15) K and at a pressure up to 40 MPa. J. Chem. Thermodyn. 42, 65–69 (2010)

    Article  CAS  Google Scholar 

  2. Grayson, M.: Krick–Othmer Encyclopedia of Chemical Technology. Wiley, New York (1980)

    Google Scholar 

  3. Valles, C., Perez, E., Cardoso, M., Dominguez, M., Mainar, A.M.: Excess enthalpy, density, viscosity and speed of sound for the mixture tetrahydropyran + 1-butanol at (283.15, 298.15 and 313.15) K. J. Chem. Eng. Data 49, 1460–1464 (2004)

    Article  CAS  Google Scholar 

  4. Riddick, J.A., Bunger, W.B., Sakano, T.K.: Organic Solvents, Physical Properties and Methods of Purification, 4th edn. Wiley, New York (1986)

    Google Scholar 

  5. Inglese, A., Grolier, J.P.E., Wilhelm, E.: Excess volumes of mixture of oxolane, oxane, 1,3-dioxalane and 1,4-dioxane with n-alkanes at 298.15, 308.15 and 318.15 K. J. Chem. Eng. Data 28, 124–127 (1983)

    Article  CAS  Google Scholar 

  6. Sharma, D., Yadav, J.S., Singh, K.C., Sharma, V.K.: Molecular interaction in binary mixture containing o-toluidine. Thermochim. Acta 468, 108–115 (2008)

    Article  Google Scholar 

  7. Rodriguez, S., Lafuente, C., Artigas, H., Royo, F.M., Urieta, J.S.: Densities, speeds of sound and isentropic compressibilities of a cyclic ether with chlorocyclohexane or bromocyclohexane at 298.15 and 313.15 K. J. Chem. Thermodyn. 31, 139–149 (1999)

    Article  CAS  Google Scholar 

  8. Bakshi, M.S.: Thermodynamic behaviour of mixtures: Part 1. Mixtures of pyridine with β-picoline, γ-picoline, isoquinolene, benzene and cyclohexane at 25°C. J. Chem. Soc. Faraday Trans. 89, 2001–2005 (1993)

    Article  CAS  Google Scholar 

  9. Tamura, K., Murakami, S., Doi, S.: Speed of sound, densities and isentropic compressibilities of {xc-C6H12 + (1 − x)C6H5CH3}, {xc-C6H11CH3 + (1 − x)C6H6}, and {xc-C6H11CH3 + (1 − x)C6H5CH3}, from 293.15 to 303.15 K. J. Chem. Thermodyn. 17, 325–333 (1985)

    Article  CAS  Google Scholar 

  10. Al-Kandary, J.A., Al-Jimaz, A.S., Abdul-Latif, A.M.: Viscosities, densities and speed of sound of binary mixtures of benzene, toluene, o-xylene, m-xylene, p-xylene and mesitylene with anisole at (288.15, 293.15, 298.15, 303.15) K. J. Chem. Eng. Data 51, 2074–2082 (2006)

    Article  CAS  Google Scholar 

  11. Sastry, N.V., Patel, S.R., Soni, S.S.: Densities, speeds of sound, excess molar volumes and excess isentropic compressibilities at T = (298.15 and 308.15) K for methyl methacrylate + 1-alkanol (1-butanol, 1-pentanol and 1-heptanol) + cyclohexane, +benzene, +toluene, +p-xylene, and +ethylbenzene. J. Chem. Eng. Data 56, 142–152 (2011)

    Article  CAS  Google Scholar 

  12. Hooda, N., Jangra, S.K., Yadav, J.S., Sharma, D., Sharma, V.K.: Thermodynamic properties of binary mixtures of tetrahydropyran with pyridine and isomeric picolines: excess molar volumes, excess molar enthalpies and excess isentropic compressibilities. Thermochim. Acta 518, 13–26 (2011)

    Article  Google Scholar 

  13. Dubey, G.P., Sharma, M.: Temperature and composition dependence of the densities, viscosities, and speeds of sound of binary liquid mixtures of 1-butanol with hexadecane and squalane. J. Chem. Eng. Data 53, 1032–1038 (2008)

    Article  CAS  Google Scholar 

  14. Benson, G.C., Kiyohara, O.: Evaluation of excess isentropic compressibilities and isochoric heat capacities. J. Chem. Thermodyn. 11, 1061–1064 (1979)

    Article  CAS  Google Scholar 

  15. Reid, T.M., Prausnitz, J.M., Poling, B.E. (eds.): The Properties of Gases and Liquids, 4th edn. McGraw Hill, New York (1987)

    Google Scholar 

  16. Pandiyan, V., Oswal, S.L., Vasantharani, P.: Thermodynamic and acoustic properties of binary mixtures of ethers. III. Diisopropyl ether or oxolane with o- or m-toluidines at 303.15, 313.15 and 323.15 K. Thermochim. Acta 516, 64–73 (2011)

    Article  CAS  Google Scholar 

  17. Sastry, N.V., Patel, M.C., Patel, S.R.: Ultrasonic behavior of methyl methacrylate + hydrocarbon mixtures at 298.15 and 308.15 K. Fluid Phase Equilib. 155, 261–276 (1999)

    Article  CAS  Google Scholar 

  18. Oswal, S.L., Phatak, R.P.: Speed of sound and isentropic compressibilities of nonelectrolyte liquid mixtures. I. Binary mixtures containing p-dioxane. J. Solution Chem. 22, 43–58 (1993)

    Article  CAS  Google Scholar 

  19. Hooda, N., Yadav, J.S., Jangra, S.K., Sharma, D., Sharma, V.K.: Thermodynamic studies of molecular interactions in mixtures of o-toulidine with pyridine and picolines: excess molar volumes, excess molar enthalpies and excess isentropic compressibilities. J. Chem. Thermodyn. 43, 782–795 (2011)

    Article  Google Scholar 

  20. Sharma, V.K., Siwach, R.K., Sharma, D.: Excess molar volumes, excess molar enthalpies and excess isentropic compressibilities of tetrahydropyran with aromatic hydrocarbon. J. Chem. Thermodyn. 43, 39–46 (2011)

    Article  CAS  Google Scholar 

  21. Wilson, R.J., Beineke, L.W.: Applications of Graph Theory, pp. 36–37. Academic Press, London (1979)

    Google Scholar 

  22. Singh, P.P., Nigam, R.K., Singh, K.C., Sharma, V.K.: Topological aspects of the thermodynamics of binary mixtures of non-electrolytes. Thermochim. Acta 46, 175–190 (1981)

    Article  CAS  Google Scholar 

  23. Singh, P.P.: Topological aspects of the effect of temperature and pressure on the thermodynamics of binary mixtures of non-electrolytes. Thermochim. Acta 66, 37–73 (1983)

    Article  CAS  Google Scholar 

  24. Kier, L.B., Yalkowasky, S.H., Sinkula, A.A., Valvani, S.C.: In: Physico-chemical Properties of Drugs, Chap. 9, p. 282. Mercel Dekker, New York (1980)

  25. Kier, L.B., Yalkowasky, S.H., Sinkula, A.A., Valvani, S.C.: In: Physico-chemical Properties of Drugs, Chap. 9, p. 295. Mercel Dekker, New York (1980)

  26. Huggins, M.L.: The thermodynamic properties of liquids included solutions: Part 1. Intermolecular energies in monoatomic liquids and their mixtures. J. Phys. Chem. 74, 371–378 (1970)

    Article  CAS  Google Scholar 

  27. Huggins, M.L.: The thermodynamic properties of liquids included solutions: Part 2. Polymer solutions considered as diatomic system. Polymer 12, 389–399 (1971)

    Article  CAS  Google Scholar 

  28. Singh, P.P., Bhatia, M.: Energetic of molecular interactions in binary mixtures of non-electrolytes containing a salt. J. Chem. Soc. Faraday Trans. I 85, 3807–3812 (1989)

    Article  CAS  Google Scholar 

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Acknowledgments

The authors are grateful to the Head, Chemistry Department and authorities of M. D. University, Rohtak, for providing research facilities.

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Hooda, N., Jangra, S.K., Sharma, D. et al. Excess Molar Volumes and Excess Isentropic Compressibilities of o-Toluidine + Tetrahydropyran with Pyridine or Benzene or Toluene Ternary Mixtures at 298.15, 303.15 and 308.15 K. J Solution Chem 42, 282–302 (2013). https://doi.org/10.1007/s10953-013-9971-3

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