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The sublimation enthalpy of dimethyl oxalate

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The sublimation enthalpy of dimethyl oxalate has been measured by calorimetric and head space analysis. These results along with vaporization enthalpy measured by correlation gas chromatography and fusion enthalpy measurements are compared to results predicted by two estimation techniques. A previous experimental measurement was found to be in error. A mean value of (75.2±0.5) kJ/mol was obtained which results in a corrected molar value of (−681.5±0.8) kJ/mol for the enthalpy of formation of gaseous dimethyl oxalate, δf H om (g, 298.15 K). This new value of δf H om (g, 298.15 K) for dimethyl oxalate, in combination with other enthalpies of formation, suggests that the ground state of oxalates are destabilized relative to α-diketones by approximately 25 kJ/mol.

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References

  1. Chickos, J. S. InMolecular Structure and Energetics, Physical Measurements: Liebman, J. F.; Greenberg, A., Ed.; VCH: New York, 1987; Vol. 2, pp. 67–150.

    Google Scholar 

  2. Gavezzotti, A.J. Am. Chem. Soc. 1989,111, 1835–1843; Gavezzotti, A.J. Phys. Chem. 1991,95, 8948–8955; Fillippini, G.; Gavezzotti, A.Acta Cryst. 1992,B48, 537–545.

    Google Scholar 

  3. Fillippini, G.; Gavezzotti, A.Acta Cryst. 1993,B49, 868–880.

    Google Scholar 

  4. Anthoney, M. E.; Carson, A. S.; Laye, P. G.; Yürekli, M.J. Chem. Thermodyn. 1976,8, 1009–1010.

    Google Scholar 

  5. Personal communication, Fillippini, G.; Gavezzotti, A.

  6. Chickos, J. S.; Hesse, D. G.; Liebman, J. F. InEnergetics of Organometallic Species; Martinho Simões, J. A., Ed.; Kluwer: Dordrecht, The Netherlands, 1992; pp. 159–169.

    Google Scholar 

  7. Ducros, M.; Gruson, J. F.; Sannier, H.Thermochim. Acta 1980,36, 39–65; Guthrie, J. P.; Taylor, K. F.Can. J. Chem. 1983,61, 602–607; Chickos, J. S.; Hesse, D. G.; Liebman, J. F.J. Org. Chem. 1989,54, 5250–5256.

    Google Scholar 

  8. All data from Pedley, J. B.; Naylor, R. D.; Kirby, S. P.Thermochemical Data of Organic Compounds, 2nd ed.; Chapman and Hall: New York, 1986.

    Google Scholar 

  9. Askonas, C. F.; Daubert, T. E.J. Chem. Eng. Data 1988,33, 225–229.

    Google Scholar 

  10. Chickos, J. S.; Hosseini, S.; Hesse, D. G.; Liebman, J. F.Struct. Chem. 1993,4, 271–278;1993,4, 261–269.

    Google Scholar 

  11. Weast, R. C. (Ed.), CRCHandbook of Chemistry and Physics, 64th ed.; CRC Press: Boca Raton, FL, 1983.

    Google Scholar 

  12. Sabbah, R.; Antipine, I.; Coten, M.; Davy, L.Thermochim. Acta 1987,115, 153–165.

    Google Scholar 

  13. Chickos, J. S.; Hosseini, S. Hesse, D. G.Thermochim. Acta 1995,249, 41–62.

    Google Scholar 

  14. Groenvold, F.J. Therm. Anal. 1978,13, 419–421.

    Google Scholar 

  15. Stephenson, R. M.; Malonowski, S.Handbook of the Thermodynamics of Organic Compounds; Elsevier: New York, 1987.

    Google Scholar 

  16. Liebman, J. F.Struct. Chem. 1992,3, 449.

    Google Scholar 

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Chickos, J.S., Sabbah, R., Hosseini, S. et al. The sublimation enthalpy of dimethyl oxalate. Struct Chem 7, 391–395 (1996). https://doi.org/10.1007/BF02275166

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  • DOI: https://doi.org/10.1007/BF02275166

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