Isaac Scientific Publishing

Modern Organic Chemistry Research

Thermodynamic Characteristics of Ethyl-2-cyano-3-(furan-2-yl)-prop-2-enoate Derivatives

Download PDF (412.2 KB) PP. 74 - 80 Pub. Date: April 20, 2017

DOI: 10.22606/mocr.2017.22006

Author(s)

  • Roman Kos, Iryna Sobechko, Yuriy Horak, Valentin Sergeev, Volodymyr Dibrivnyi*
    Department of Physical and Colloid Chemistry, National University Lviv Polytechnic, Ukraine

Abstract

Using bomb calorimetry and Knudsen effusion methods the enthalpic characteristics in condensed state of ethyl-2-cyano-3-(furan-2-yl) prop-2-enoate derivatives were experimentally determined. The values of the enthalpies of formation in the gas state of investigated esters were calculated taking into account the values of the enthalpies of sublimation adjusted to 298K. From obtained thermochemical values we defined new group contributions which can be added to the Benson’s additive scheme. Using these increments the enthalpies of formation of investigated compounds in gas state were theoretically calculated and their differences from the experimentally determined were analyzed.

Keywords

Bomb calorimetry, effusion method, Benson’s scheme

References

[1] V. Kovtunenko, “Drugs with the influence on central nerve system”, Kyiv, p. 464, 1997.

[2] The Merck index an encyclopedia of chemicals Drugs and biological. Merck & Co. Inc., p. 1818, 2001.

[3] D. Krylskiy, A. Slivkin, “Heterocyclic drugs”, Voronezh, p. 234, 2007.

[4] S. Benson J. Chem. Educ.,vol. 42, p. 502-518, 1965.

[5] Yu. Horac, “Heterocyclization products of arylation furan derivatives”, dissertation. Lviv, p. 207, 2009.

[6] A. Krasulin, A. Kozyro, Ya. Kabo, “Saturated vapor pressure of urea at 329–403К”, Zh. Prikl. Khim, vol. 6(1), p. 104–108, 1987.

[7] A. Ribeiro da Silva, J. Monte,”The construction, testing and use of a new Knudsen effusion apparatus”, Thermochimica Acta, vol. 171, p. 169, 1990.

[8] L. Torres-Gomez., G. Barreiro-Rodriguez, A. Galarza-Mondragon., “A new method for the measurement of enthalpies of sublimation using differential scanning calorimetry”, Thermochim. Acta., vol. 124, p. 229, 1988.

[9] V. Dibrivnyi, I. Sobechko, M. Puniak, etc, “Thermodynamic properties of 5(nitrophenyl) furan-2-carbaldehyde isomers”, Chemistry Central Journal, vol. 9, p. 67, 2015.

[10] V. Dibrivnyi, G. Mel’nik, Yu. Van-Chin-Syan, A. Yuvchenko, “The thermodynamic properties of four triphenylsilane acetylene peroxides”, Russian. J Phys Chem., vol. 80(3), p. 330–334, 2006.

[11] F. Rossini, Res. Nat. Bur. Standards, Vol. 6. p. 37, 1931.

[12] V. Dibrivnyi, “Chemical Thermodynamics of Bor-, Silicium- and Nitrogen conteinig organic peroxides”, dissertation, Lviv, p. 390, 2008.

[13] F. Rossini, Experimental Thermochemistry. Interscience Publishers. N. Y., London, 1956, Vol. 2. P. 326.

[14] CODATA Recommended key values for thermodynamics, J. Chem. Thermodynamics, vol. 10, P. 903, 1978.

[15] I. Sobechko, Yu.Van-Chin-Syan, V.Kochubei, etc., “Thermodynamic properties of furan-2-carboxylic and 3-(2–furul)-2-propenoic acid”, Russian journal of physical chemistry, Vol.88 № 12. p.p. 2046-2053.

[16] Benson S.W. J. Chem. Educ., vol. 42, pp. 502-518, 1965.