Energetics of molecular interactions of 1,4-dioxane with formamides or anilines at 308.15 K

Anurag Maken; Sanjeev Maken

Journal of Industrial and Engineering Chemistry, Vol.18, No.3, 1013-1017, May, 2012

DOI10.1016/j.jiec.2011.11.139 Export Citation

Energetics of molecular interactions of 1,4-dioxane with formamides or anilines at 308.15 K

Anurag Maken, and Sanjeev Maken^{1, †}

Department of Chemical Engineering and Technology, Institute of Technology, Banaras Hindu University, Varanasi 221005, India
¹Department of Chemistry, Deenbandhu Chhotu Ram University of Science and Technology, Murthal 131039, India

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Molar excess enthalpies (HE) of 1,4-dioxane (A) + aniline or formamide or N,N-dimethylaniline or N,Ndimethylformamide (B) mixtures have been measured at 308.15 K over the entire composition range using flow isothermal micro calorimeter. The HE values for 1,4-dioxane + N,N-dimethylaniline or N,Ndimethylformamide were found to be small and positive and, these are large and negative for mixture containing aniline, whereas these change sign from negative to positive for 1,4-dioxane + formamide. The HE versus mole fraction of 1,4-dioxane (xA) plots for 1,4-dioxane (A) + aniline or N,N-dimethylaniline or N,N-dimethylformamide (B) system are symmetrical about xA = 0.5 and for equimolar mixtures, HE for these system follow the sequence: aniline < formamide < N,N-dimethylaniline < N,N-dimethylformamide. The excess enthalpy data have been utilized to study the energetics of molecular interactions in terms of graph theoretical approach.

Keywords:Molar excess enthalpy;Binary mixture;Anilines;Amides;Graph theoretical approach;Molecular interaction

[References]

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Hwang IC, Park SJ, Han KJ, Fluid Phase Equilib., 309(2), 145 (2011)
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Singh PP, Maken S, Fluid Phase Equilibr., 72, 299 (1992)
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[Referenced By]

[1] Sankara Reddy G, Subba Reddy A, Venkata Subbaiah M, Vasudha K, Krishnaiah A, J. Ind. Eng. Chem., 16(6), 941 (2010)

[2] Hwang IC, Park SJ, Han KJ, Fluid Phase Equilib., 303(2), 150 (2011)

[3] Hwang IC, Park SJ, Han KJ, Fluid Phase Equilib., 309(2), 145 (2011)

[4] Hong SA, Kim JD, Kim J, Kang JW, Kang IJ, J. Ind. Eng. Chem., 16(5), 859 (2010)

[5] Pauling L, The Nature of the Chemical Bond, Cornell University Press, New York (1960)

[6] Woolley EM, Travers JG, Erno BP, Hepler LG, J. Phys. Chem., 75, 3591 (1971)

[7] Johnson JR, Christian SD, Affsprung HE, J. Chem. Soc. A., 764 (1967)

[8] Davies M, in: Hadzi D, Thompson HW (Eds.), Hydrogen Bonding, Pergamon Press, New York, 221 (1952)

[9] Bellamy LJ, Williams RJ, J. Chem. Soc., 861 (1957)

[10] Wolff H, Mathias D, J. Phys. Chem., 77, 2081 (1973)

[11] Kreglewski A, Wilhoit RC, J. Phys. Chem., 79, 449 (1975)

[12] Hepler LG, Fenby DV, J. Chem. Thermodyn., 5, 471 (1973)

[13] Fenby DV, Hepler LG, J. Chem. Thermodyn., 6, 185 (1974)

[14] Singh PP, Thermochim. Acta., 66, 37 (1983)

[15] Singh PP, Maken S, Fluid Phase Equilibr., 72, 299 (1992)

[16] Singh PP, Maken S, Pure Appl. Chem., 66, 449 (1994)

[17] Kumar S, Maken A, Agarwal S, Maken S, J. Mol. Liq., 155, 115 (2010)

[18] Vogel AI, A Text Book of Practical Organic Chemistry, fourth ed., ELBS Longman, London (1978)

[19] Riddick JA, Bunger WB, Sakano TK, Organic Solvents. Physical Properties and Methods of Purification, fourth ed., Wiley, New York (1986)

[20] Weissenberger A, Physical Methods of Organic Chemistry, third ed., Interscience, New York (1959)

[21] Giner B, Lafuente C, Villares A, Haro M, Lopez MC, J. Chem. Thermodyn., 39(1), 148 (2007)

[22] Baragi JG, Aralaguppi MI, Aminabhavi TM, Kariduraganavar MY, Kulkarni SS, J. Chem. Eng. Data., 50, 917 (2005)

[23] Papamatthaiakis D, Aroni F, Havredaki V, J. Chem. Thermodyn., 40(1), 107 (2008)

[24] Cases AM, Marigliano ACG, Bonatti CM, Solimo HN, J. Chem. Eng. Data., 46, 712 (2001)

[25] Noh HJ, Park SJ, In SJ, J. Ind. Eng. Chem., 16(2), 200 (2010)

[26] Chen B, Liu W, J. Chem. Thermodyn., 39(2), 192 (2007)

[27] Prasad TEV, Reddy AAS, Kaiash S, Prasad DHL, Fluid Phase Equilib., 273(1-2), 52 (2008)

[28] Katz M, Lobo PE, Minano A, Solimo H, Can. J. Chem., 49, 2605 (1971)

[29] Monk P, Wadso I, Acta Chem. Scand., 22, 1842 (1968)

[30] Adcock DL, McGlashan ML, Proc. R. Soc. A., 226, 266 (1954)

[31] Stokes RH, Marsh KN, Tomlins RP, J. Chem. Thermodyn., 1, 211 (1969)

[32] Redlich O, Kister AT, Ind. Eng. Chem., 40, 345 (1948)

[33] Quitzsch K, J. Prakt. Chem., 28, 59 (1965)

[34] Quitzsch K, Z. Phys. Chem. (Leipzig)., 235, 241 (1967)

[35] Maken S, Deshwal BR, Chadha R, Anu, Singh KC, Kim H, Park JW, Fluid Phase Equilib., 235(1), 42 (2005)

[36] Huggins ML, J. Phys. Chem., 74, 371 (1970)

[37] Huggins ML, Polymer., 12, 389 (1971)

[38] Harary F, Graph Theory, Addison-Wesley, Reading, MA (1969)

[39] Balaban AT, Chemical Applications of Graph Theory, Academic Press, London (1976)

[40] Kier LB, Hall LH, Molecular Connectivity in Chemistry and Drug Rresearch, Academic Press, New York (1976)

[41] Kier LB, in: Yalkowski SH, Sinkula AA, Valvani SC (Eds.), Physical Chemical Properties of Drugs, Marcel Dekker, New York, 295 (1980)

[42] Rouvaray H, R. Inst. Chem. Rev., 4, 173 (1971)