1,4-Dioxane
- Formula: C4H8O2
- Molecular weight: 88.1051
- IUPAC Standard InChIKey: RYHBNJHYFVUHQT-UHFFFAOYSA-N
- CAS Registry Number: 123-91-1
- 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: p-Dioxane; p-Dioxan; Di(ethylene oxide); Diethylene dioxide; Diethylene ether; Dioxan; Dioxane; Dioxyethylene ether; 1,4-Diethylene dioxide; 1,4-Dioxan; 1,4-Dioxacyclohexane; Glycol ethylene ether; Tetrahydro-p-dioxin; Diokan; Dioksan; Diossano-1,4; Dioxaan-1,4; Dioxan-1,4; Dioxane-1,4; Dioxanne; NCI-C03689; Tetrahydro-1,4-dioxin; p-Dioxin, tetrahydro-; Rcra waste number U108; UN 1165; 1,4-Dioxin, tetrahydro-; 1,4-Diethyleneoxide; Glycol ethylene ether 8; NE 220; NSC 8728
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Condensed phase thermochemistry data
Go To: Top, IR Spectrum, 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -84.88 ± 0.21 | kcal/mol | Ccr | Bystrm and Mansson, 1982 | ALS |
ΔfH°liquid | -84.5 ± 0.2 | kcal/mol | Ccb | Snelson and Skinner, 1961 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -564.59 ± 0.24 | kcal/mol | Ccr | Bystrm and Mansson, 1982 | Corresponding ΔfHºliquid = -84.878 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -564.99 ± 0.12 | kcal/mol | Ccb | Snelson and Skinner, 1961 | Corresponding ΔfHºliquid = -84.47 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -560.76 | kcal/mol | Ccb | Roth and Meyer, 1933 | Corrected for pressure and temperature; Corresponding ΔfHºliquid = -88.70 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -522.65 | kcal/mol | Ccb | Herz and Lorentz, 1929 | Corresponding ΔfHºliquid = -126.81 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 46.99 | cal/mol*K | N/A | Jacobs and Parks, 1934 | Extrapolation below 90 K, 11.12 cal/mol*K.; DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
35.767 | 298.15 | Grolier, Roux-Desgranges, et al., 1993 | DH |
35.987 | 298.15 | Trejo, Costas, et al., 1991 | DH |
35.7287 | 298.15 | Barta, Kooner, et al., 1989 | DH |
36.006 | 298.15 | Grolier, Inglese, et al., 1984 | DH |
36.035 | 298.15 | Inglese, Grolier, et al., 1984 | DH |
35.786 | 298.15 | Inglese, Castagnolo, et al., 1981 | DH |
35.61 | 298. | Murthy and Subrahmanyam, 1979 | DH |
35.6 | 298.15 | Bonner and Cerutti, 1976 | DH |
33.51 | 298. | Conti, Gianni, et al., 1976 | DH |
37.19 | 298. | Deshpande and Bhatagadde, 1971 | T = 298 to 318 K.; DH |
35.35 | 298.15 | Hyder Khan and Subrahmanyam, 1971 | T = 298; 313 K.; DH |
35.35 | 298. | Subrahmanyam and Khan, 1969 | DH |
36.561 | 298.2 | Jacobs and Parks, 1934 | T = 92 to 299 K. Value is unsmoothed experimental datum.; DH |
34.89 | 291. | Roth and Meyer, 1933 | T = 8 to 28°C.; DH |
37.00 | 296. | Herz and Lorentz, 1929 | DH |
IR Spectrum
Go To: Top, Condensed phase thermochemistry data, References, Notes
Data compiled by: Coblentz Society, Inc.
- GAS (8 mmHg, N2 ADDED, TOTAL PRESSURE 600 mmHg); BECKMAN IR-9 (GRATING); DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 2 cm-1 resolution
- SOLUTION (10% IN CCl4 FOR 3800-1340, 10% IN CS2 FOR 1340-460 CM-1); DOW KBr FOREPRISM-GRATING; DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 4 cm-1 resolution
- SOLUTION (10% IN CCl4 FOR 4000-1330 CM-1, 10% IN CS2 FOR 1330-600 CM-1); BECKMAN IR-7 (GRATING); DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 4 cm-1 resolution
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
References
Go To: Top, Condensed phase thermochemistry data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Bystrm and Mansson, 1982
Bystrm, K.; Mansson, M.,
Enthalpies of formation of some cyclic 1,3- and 1,4-Di- and poly-ethers: Thermochemical strain in the -O-C-O and -O-C-C-O- groups,
J. Chem. Soc. Perkin Trans. 2, 1982, 565. [all data]
Snelson and Skinner, 1961
Snelson, A.; Skinner, H.A.,
Heats of combustion: sec-propanol, 1,4-dioxan, 1,3-dioxan and tetrahydropyran,
Trans. Faraday Soc., 1961, 57, 2125-2131. [all data]
Roth and Meyer, 1933
Roth, W.A.; Meyer, I.,
Einige physikalisch-chemische konstanten des dioxans,
Z. Electrochem., 1933, 39, 35-37. [all data]
Herz and Lorentz, 1929
Herz, W.; Lorentz, E.,
Physikalisch-chemische Untersuchungen an Dioxan,
Z. Phys. Chem., 1929, 140, 406-422. [all data]
Jacobs and Parks, 1934
Jacobs, C.J.; Parks, G.S.,
Thermal data on organic compounds. XIV. Some heat capacity, entropy and free energy data for cyclic substances,
J. Am. Chem. Soc., 1934, 56, 1513-1517. [all data]
Grolier, Roux-Desgranges, et al., 1993
Grolier, J.-P.E.; Roux-Desgranges, G.; Berkane, M.; Jimenez, E.; Wilhelm, E.,
Heat capacities and densities of mixtures of very polar substances 2. Mixtures containing N,N-dimethylformamide,
J. Chem. Thermodynam., 1993, 25(1), 41-50. [all data]
Trejo, Costas, et al., 1991
Trejo, L.M.; Costas, M.; Patterson, D.,
Excess heat capacity of organic mixtures, Internat. DATA Series,
Selected Data Mixt., 1991, Ser. [all data]
Barta, Kooner, et al., 1989
Barta, L.; Kooner, Z.S.; Hepler, L.G.; Roux-Desgranges, G.; Grolier, J.-P.E.,
Thermodynamics of complex formation in chloroform and 1,4-dioxane,
Can. J. Chem., 1989, 67, 1225-1229. [all data]
Grolier, Inglese, et al., 1984
Grolier, J.-P.E.; Inglese, A.; Wilhelm, E.,
Excess molar heat capacities of (1,4-dioxane + an n-alkane): an unusual composition dependence,
J. Chem. Thermodynam., 1984, 16, 67-71. [all data]
Inglese, Grolier, et al., 1984
Inglese, A.; Grolier, J.-P.E.; Wilhelm, E.,
Excess volumes and excess heat capacities of oxane + cyclohexane and 1,4-dioxane + cyclohexane,
Fluid Phase Equilibria, 1984, 15, 287-294. [all data]
Inglese, Castagnolo, et al., 1981
Inglese, A.; Castagnolo, M.; Dell'Atti, A.; DeGiglio, A.,
Thermochim. Acta, 1981, 77-87. [all data]
Murthy and Subrahmanyam, 1979
Murthy, N.M.; Subrahmanyam, S.V.,
Behavior of excess heat capacity of the water + p-dioxane system,
Indian J. Pure Appl. Phys., 1979, 17(9), 620-622. [all data]
Bonner and Cerutti, 1976
Bonner, O.D.; Cerutti, P.J.,
The partial molar heat capacities of some solutes in water and deuterium oxide,
J. Chem. Thermodynam., 1976, 8, 105-111. [all data]
Conti, Gianni, et al., 1976
Conti, G.; Gianni, P.; Matteoli, E.; Mengheri, M.,
Capacita termiche molari di alcuni composti organici mono- e bifunzionali nel liquido puro e in soluzione acquosa a 25C,
Chim. Ind. (Milan), 1976, 58, 225. [all data]
Deshpande and Bhatagadde, 1971
Deshpande, D.D.; Bhatagadde, L.G.,
Heat capacities at constant volume, free volumes, and rotational freedom in some liquids,
Aust. J. Chem., 1971, 24, 1817-1822. [all data]
Hyder Khan and Subrahmanyam, 1971
Hyder Khan, V.; Subrahmanyam, S.V.,
Excess thermodynamic functions of the systems: benzene + p-xylene and benzene + p-dioxan,
Trans. Faraday Soc., 1971, 67, 2282-2291. [all data]
Subrahmanyam and Khan, 1969
Subrahmanyam, S.V.; Khan, V.H.,
Thermodynamics of the system benzene - p-dioxane,
Curr. Sci., 1969, 38, 510-511. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, IR Spectrum, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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