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:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Options:
  • Switch to calorie-based units

Data at NIST subscription sites:

• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.

Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), 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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), 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:
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, Mass spectrum (electron ionization), 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)

View plot Requires a JavaScript / HTML 5 canvas capable browser.

Enthalpy of fusion

Entropy of fusion

Enthalpy of phase transition

Entropy of phase transition

Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.

For Zoom

1.) Enter the desired X axis range (e.g., 100, 200)

2.) Check here for automatic Y scaling

3.) Press here to zoom

Additional Data

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), 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

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References

• 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
• The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
• Customer support for NIST Standard Reference Data products.