1,4-Dioxane-2,5-dione
- Formula: C4H4O4
- Molecular weight: 116.0722
- IUPAC Standard InChIKey: RKDVKSZUMVYZHH-UHFFFAOYSA-N
- 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:
- Other data available:
- Options:
Data at NIST subscription sites:
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, 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -615.6 | kJ/mol | N/A | Lebedev, Kulagina, et al., 1988 | Value computed using ΔfHsolid° value of -704.0±0.6 kj/mol from Lebedev, Kulagina, et al., 1988 and ΔsubH° value of 88.4 kj/mol from Kiparisova, Bykova, et al., 1977.; DRB |
ΔfH°gas | -612.0 ± 1.4 | kJ/mol | Ccb | Kiparisova, Bykova, et al., 1977 | ALS |
ΔfH°gas | -611.9 | kJ/mol | N/A | Lebedev, Evstropov, et al., 1977 | Value computed using ΔfHsolid° value of -700.3±0.6 kj/mol from Lebedev, Evstropov, et al., 1977 and ΔsubH° value of 88.4 kj/mol from Kiparisova, Bykova, et al., 1977.; DRB |
Phase change data
Go To: Top, Gas 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Ttriple | 356.2 | K | N/A | Lebedev, Kulagina, et al., 1988, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.1 K; TRC |
Ttriple | 356.2 | K | N/A | Evstropov, Belov, et al., 1978 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 88.4 ± 0.8 | kJ/mol | C | Kiparisova, Bykova, et al., 1977 | crystal phase; ALS |
ΔsubH° | 88.4 | kJ/mol | N/A | Kiparisova, Bykova, et al., 1977 | DRB |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
50.4 | 391. | A | Stephenson and Malanowski, 1987 | Based on data from 376. to 513. K. See also Stull, 1947.; AC |
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.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
376. to 513. | 5.15922 | 2383.101 | -51.139 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.8 | 356.2 | AC | Domalski and Hearing, 1996 | See also Lebedev, Kulagina, et al., 1988.; AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
5.82 | 312.1 | Domalski and Hearing, 1996 | CAL |
41.55 | 356.2 |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
1.8400 | 312.1 | crystaline, II | crystaline, I | Lebedev, Kulagina, et al., 1988 | DH |
14.800 | 356.2 | crystaline, I | liquid | Lebedev, Kulagina, et al., 1988 | DH |
1.810 | 312.1 | crystaline, II | crystaline, I | Lebedev, Yevstropov, et al., 1978 | DH |
14.800 | 356.2 | crystaline, I | liquid | Lebedev, Yevstropov, et al., 1978 | DH |
1.840 | 312.1 | crystaline, II | crystaline, I | Lebedev, Evstropov, et al., 1977, 2 | DH |
14.800 | 356.2 | crystaline, I | liquid | Lebedev, Evstropov, et al., 1977, 2 | DH |
1.810 | 312.1 | crystaline, II | crystaline, I | Evstropov, Belov, et al., 1978, 2 | DH |
14.800 | 356.2 | crystaline, I | liquid | Evstropov, Belov, et al., 1978, 2 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
5.90 | 312.1 | crystaline, II | crystaline, I | Lebedev, Kulagina, et al., 1988 | DH |
41.49 | 356.2 | crystaline, I | liquid | Lebedev, Kulagina, et al., 1988 | DH |
5.80 | 312.1 | crystaline, II | crystaline, I | Lebedev, Yevstropov, et al., 1978 | DH |
41.5 | 356.2 | crystaline, I | liquid | Lebedev, Yevstropov, et al., 1978 | DH |
5.90 | 312.1 | crystaline, II | crystaline, I | Lebedev, Evstropov, et al., 1977, 2 | DH |
41.5 | 356.2 | crystaline, I | liquid | Lebedev, Evstropov, et al., 1977, 2 | DH |
5.80 | 312.1 | crystaline, II | crystaline, I | Evstropov, Belov, et al., 1978, 2 | DH |
41.5 | 356.2 | crystaline, I | liquid | Evstropov, Belov, et al., 1978, 2 | DH |
Mass spectrum (electron ionization)
Go To: Top, Gas 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.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
NIST MS number | 1992 |
References
Go To: Top, Gas 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, 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
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]
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, 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]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfH°gas Enthalpy of formation of gas 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.