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
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• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
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Gas phase thermochemistry 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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Condensed phase thermochemistry 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of solid

Phase change data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, References, Notes

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

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Notes

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-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]

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]

Lebedev, Evstropov, et al., 1977
Lebedev, B.V.; Evstropov, A.A.; Kiparisova, E.G.; Lyudvig, R.B.; Sanina, G.S., Thermodynamics of the polymerization of glycolide, Dokl. Akad. Nauk SSSR, 1977, 236, 925-928. [all data]

Lebedev, Yevstropov, et al., 1978
Lebedev, B.V.; Yevstropov, A.A.; Kiparisova, Ye.G.; Belov, V.I., The thermodynamics of glycollide, polyglycollide and of polymerization of glycollide in the temperature range of 0-550°K, Polym. Sci. USSR (Engl. Transl.), 1978, 20, 32-42. [all data]

Evstropov, Belov, et al., 1978
Evstropov, A.A.; Belov, V.I.; Lebedev, B.V.; Kiparisova, E.G.; Bykova, T.A., Thermodynamic properties of glycolide in the temperature range 0-400 K, Russ. J. Phys. Chem. (Engl. Transl.), 1978, 52, 136. [all data]

Lebedev, Yevstropov, et al., 1978, 2
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, 2
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]

Lebedev, Kulagina, et al., 1988, 2
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, 3
Evstropov, A.A.; Belov, V.I.; Lebedev, B.V.; Kiparisova, E.G., Zh. Fiz. Khim., 1978, 52, 243. [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]

Notes

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• Symbols used in this document:
  

  Cp,solid	Constant pressure heat capacity of solid
  S°solid,1 bar	Entropy of solid at standard conditions (1 bar)
  Ttriple	Triple point temperature
  ΔHtrs	Enthalpy of phase transition
  ΔStrs	Entropy of phase transition
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  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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