Abstract
The excess molar enthalpies of 8 binary mixtures for the o-, m-, and p-isomers of fluoroiodobenzene, fluoromethoxybenzene, bromofluorobenzene, chlorofluoro-benzene, difluorobenzene, fluoromethylbenzene, fluoronitrobenzene, and aminofluoro-benzene were measured at 298.15 K. The changes of the measured enthalpies were very small. The experimental results revealed that the isomers containing two electron-acceptor groups showed the most positive excess enthalpy change, while isomers containing both one electron donor and one electron acceptor group, such as aminofluorobenzene, showed more stable and always the most negative results.
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Guggenheim EA. Thermodynamics. 5th ed. Amsterdam: North-Holland; 1967. p. 150–1.
Kimura T, Takagi S. J Chem Thermodyn. 2000;32:1257–63.
Kimura T, Matsushita T, Ueda K, Tamura K, Takagi S. Deutrium isotope effect on excess enthalpies of methanol or ethanol and their deuterium derivatives. J Therm Anal Calorim. 2001;64:231–41.
Kimura T, Ozaki T, Takagi S. Deutrium isotope effect on excess enthalpies of methanol or ethanol and their deuterium derivatives. Chirality. 1998;10:722–5.
Kimura T, Ozaki T, Takagi S. Enthalpy changes observed upon mixing liquid (R)- and (S)-enantiomers at 298.15 K. Enantiomers. 2001;6:5–17.
Kimuar T, Matsushita T, Ueda K, Matsuda T, Aktar F, Kamiyama T, et al. Enthalpy changes on mixing two couples of S- and R-enantiomers of heptane-2-ol, octane-2-ol, nonane-2-ol, 3-chloro-propane-1, 2-diol, 2-methyl-1, 4-butanediol at 298.15 K. Thermochim Acta. 2004;414:209–14.
Kimura T, Kahn MA, Ishii M, Ueda K, Matsushita T, Kamiyama T, et al. Enthalpy changes on mixing two couples of S- and R-enantiomers of heptane-2-ol, octane-2-ol, nonane-2-ol, 3-chloro-propane-1, 2-diol, 2-methyl-1, 4-butanediol at 298.15 K. J Chem Thermodyn. 2006;38:1042–8.
Kimura T, Khan A, Kamiyama T. Enthalpies of mixing and apparent molar volumes of ethanol solution of chiral dicarboxylic acids. J Therm Anal Calorim. 2006;85:559–65.
Kimura T, Khan A, Kamiyama T. Enthalpy change on mixing a couple of some chiral compounds at 298.15 K. Chirality. 2006;18:581–6.
Kimura T, Khan A, Kamiyama T. Enthalpic changes on mixing two couples of S- and R-enantiomers which contained amino groups at 298.15 K. J Therm Anal Calorim. 2006;85:575–80.
Fujisawa M, Matsushita T, Kimura T. Temperature dependence of the excess heat capacities of x(+)-a-pinene + (1 − x)(−)pinene. J Therm Anal Calorim. 2005;81:137–9.
Singh J, Pflug HD, Benson DC. J Phys Chem. 1968;72:1939–44.
Lam VT, Murakami S, Benson GC. J Chem Thermodyn. 1970;2:17–25.
Kimura T, Takahashi Y, Kamiyama T, Fujisawa M. Enthalpies of mixing of o- and m-isomers at 298.15 K. J Therm Anal Calorim. 2007;88:587–95.
Kimura T, Ozaki T, Nakai Y, Takeda K, Takagi S. Excess enthalpies of binary mixtures of propanediamine + propanediol at 298.15 K. J Therm Anal. 1998;54:285–96.
Kimura T, Usui Y, Nishimura S, Takagi S. Measurement of excess volume of (benzene + cyclohexane) at 298.15 K as a reliability test for a vibration-tube density meter DMA 55. J Fac Sci Technol Kinki Univ. 1983;25:109–16.
Gaussian 03, Revision B.03, Gaussian, Inc., Pittsburgh PA, 2003.
Molecular Modeling Pro, NorGwyn Montgomery Software Inc.
Shinoda K. Principles of solution and solubilities. New York: Marcel Dekker; 1978. p. 8–13.
Weast RC, Astle MJ, Beyer WH. Hand book of chemistry and physics. Boca Raton, FL: CRC Press, Inc.; 1986–1987. p. E70–4.
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Liu, H., Yamashita, T., Kamiyama, T. et al. Excess enthalpies of binary mixtures of ortho-, meta-, and para-structural isomers. J Therm Anal Calorim 99, 95–103 (2010). https://doi.org/10.1007/s10973-009-0483-8
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DOI: https://doi.org/10.1007/s10973-009-0483-8