1,4-Dioxane-2,5-dione

• Formula: C₄H₄O₄
• Molecular weight: 116.0722
• IUPAC Standard InChI: InChI=1S/C4H4O4/c5-3-1-7-4(6)2-8-3/h1-2H2 Copy

  
• IUPAC Standard InChIKey: RKDVKSZUMVYZHH-UHFFFAOYSA-N Copy
• CAS Registry Number: 502-97-6
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
  The 3d structure may be viewed using Java or Javascript.
• Other names: Glycollide; p-Dioxane-2,5-dione; Acetic acid, hydroxy-, bimol. cyclic ester; Glycolide
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Phase change data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Mass spectrum (electron ionization)
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• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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Phase change data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Enthalpy of fusion

Entropy of fusion

Enthalpy of phase transition

Entropy of phase transition

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Lebedev, Kulagina, et al., 1988
Lebedev, B.V.; Kulagina, T.G.; Smirnova, N.N., Thermodynamics of 4-methylcyclohexene, glycollide, and 1,1,3,3,5,5-hexaethylcyclotrisiloxane from 13.4 to 400 K, J. Chem. Thermodyn., 1988, 20, 1383. [all data]

Evstropov, Belov, et al., 1978
Evstropov, A.A.; Belov, V.I.; Lebedev, B.V.; Kiparisova, E.G., Zh. Fiz. Khim., 1978, 52, 243. [all data]

Kiparisova, Bykova, et al., 1977
Kiparisova, E.G.; Bykova, T.A.; Lebedev, B.V., Standard enthalpy of formation and combustion of glycolide and polyglycolide, Vses. Konf. Kalorim. Rasshir. Tezisy Dokl. 7th, 1977, 1, 106-110. [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

Lebedev, Kulagina, et al., 1988, 2
Lebedev, B.V.; Kulagina, T.G.; Smirnova, N.N., Thermodynamics of 4-methylcyclo-hexene, glycollide, and 1,1,3,3,5,5-hexaethylcyclotrisiloxane from 13.4 to 400 K, J. Chem. Thermodyn., 1988, 20, 1383-1396. [all data]

Lebedev, Yevstropov, et al., 1978
Lebedev, B.V.; Yevstropov, A.A.; Kiparisova, Y.G.; Belov, V.I., The thermodynamics of glycollide, polyglycollide and of polymerization of glycollide in the temperature range of 0-550°K, Vysokomol. Soedin., 1978, A20, 29-37. [all data]

Lebedev, Evstropov, et al., 1977
Lebedev, B.V.; Evstropov, A.A.; Milov, V.I.; Sladkov, A.M.; Vasneva, N.A., Thermodynamic properties of polyvinylenediphenylsilane in the range 13-334, Zhur. Fiz. Khim., 1977, 51, 275. [all data]

Evstropov, Belov, et al., 1978, 2
Evstropov, A.A.; Belov, V.I.; Lebedev, B.V.; Kiparisova, Y.G.; Bykova, T.A., Thermodynamic properties of glycolide in the 0-400 K range, Zhur. Fiz. Khim., 1978, 52, 242. [all data]

Notes

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• Symbols used in this document:
  

  Ttriple	Triple point temperature
  ΔHtrs	Enthalpy of phase transition
  ΔStrs	Entropy of phase transition
  ΔfusH	Enthalpy of fusion
  ΔfusS	Entropy of fusion
  ΔsubH°	Enthalpy of sublimation at standard conditions
  ΔvapH	Enthalpy of vaporization

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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