5,5-Dimethyl-1,3-dioxane
- Formula: C6H12O2
- Molecular weight: 116.1583
- IUPAC Standard InChI: InChI=1S/C6H12O2/c1-6(2)3-7-5-8-4-6/h3-5H2,1-2H3
- IUPAC Standard InChIKey: QDCJIPFNVBDLRH-UHFFFAOYSA-N
- CAS Registry Number: 872-98-0
- 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: 1,3-Dioxane, 5,5-dimethyl-; m-Dioxane, 5,5-dimethyl-; 5,5-Dimethyl-m-dioxane
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Gas phase thermochemistry data
Go To: Top, 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 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 | -100.5 ± 0.57 | kcal/mol | N/A | Pihlaja and Luoma, 1968 | Value computed using ΔfHliquid° value of -461.3±2.2 kj/mol from Pihlaja and Luoma, 1968 and ΔvapH° value of 41±1 kj/mol from missing citation.; DRB |
| ΔfH°gas | -100.67 ± 0.65 | kcal/mol | Ccb | Pihlaja and Heikkila, 1967 | ALS |
Condensed phase thermochemistry data
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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -110.26 ± 0.53 | kcal/mol | Ccb | Pihlaja and Luoma, 1968 | see Pihlaja and Heikkila, 1967 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -863.94 ± 0.53 | kcal/mol | Ccb | Pihlaja and Luoma, 1968 | see Pihlaja and Heikkila, 1967; Corresponding ΔfHºliquid = -110.26 kcal/mol (simple calculation by NIST; no Washburn corrections) |
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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 397. to 399. | K | N/A | Frinton Laboratories Inc., 1986 | BS |
| Tboil | 398.15 | K | N/A | Eliel and Knoeber, 1968 | Uncertainty assigned by TRC = 1.5 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 9.9 ± 0.3 | kcal/mol | V | Pihlaja and Heikkila, 1967 | ALS |
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.
Pihlaja and Luoma, 1968
Pihlaja, K.; Luoma, S.,
Heats of formation and conformational energies of 1,3-dioxane and its methyl homologues,
Acta Chem. Scand., 1968, 22, 2401-2414. [all data]
Pihlaja and Heikkila, 1967
Pihlaja, K.; Heikkila, J.,
The configurations of isomeric 2,2,4,6-tetramethyl-1,3-dioxanes,
Acta Chem. Scand., 1967, 21, 2430-2434. [all data]
Frinton Laboratories Inc., 1986
Frinton Laboratories Inc.,
Catalog Number 11, Frinton Laboratories Inc., Vineland, NJ, 1986, 99. [all data]
Eliel and Knoeber, 1968
Eliel, E.L.; Knoeber, M.C.,
Conformational Analysis XVI. 1,3-Dioxanes,
J. Am. Chem. Soc., 1968, 90, 3444. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Tboil Boiling point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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