Oxacyclotetradecan-2-one
- Formula: C13H24O2
- Molecular weight: 212.3285
- IUPAC Standard InChI: InChI=1S/C13H24O2/c14-13-11-9-7-5-3-1-2-4-6-8-10-12-15-13/h1-12H2
- IUPAC Standard InChIKey: IUDIJIVSWGWJNV-UHFFFAOYSA-N
- CAS Registry Number: 1725-04-8
- 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: Tridecanoic acid, 13-hydroxy-, μ-lactone; Tridecanolide; 1,13-Tridecanolide; 1-Oxacyclotetradecan-2-one; 13-Tridecanolide; Tridecano-13-lactone
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Condensed phase thermochemistry data
Go To: Top, 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 | -154.0 ± 0.5 | kcal/mol | Cm | Wiberg and Waldron, 1991 | Heat of reduction, Hfusion=1.72 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔfH°solid | -154.9 ± 0.69 | kcal/mol | Ccb | Lebedev, Yevstropov, et al., 1981 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1887.0 ± 0.69 | kcal/mol | Ccb | Lebedev, Yevstropov, et al., 1981 | Corresponding ΔfHºsolid = -155.4 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 96.03 | cal/mol*K | N/A | Lebedev, Evstropov, et al., 1981 | DH |
| S°solid,1 bar | 96.06 | cal/mol*K | N/A | Lebedev, Yevstropov, et al., 1981, 2 | DH |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 95.20 | 298.15 | Lebedev, Evstropov, et al., 1981 | T = 5 to 400 K.; DH |
| 95.20 | 298.15 | Lebedev, Yevstropov, et al., 1981, 2 | T = 10.3 to 330 K.; DH |
References
Go To: Top, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Wiberg and Waldron, 1991
Wiberg, K.B.; Waldron, R.F.,
Lactones. 2. Enthalpies of hydrolysis, reduction, and formation of the C4-C13 monocyclic lactones. strain energies and conformations,
J. Am. Chem. Soc., 1991, 113, 7697-7705. [all data]
Lebedev, Yevstropov, et al., 1981
Lebedev, B.V.; Yevstropov, A.A.; Kiparisova, Ye.G.,
Thermodynamics of undecanolactone, tridecanolactone, and pentadecanolactone from 0 to 340 K,
J. Chem. Thermodyn., 1981, 13, 1185-1204. [all data]
Lebedev, Evstropov, et al., 1981
Lebedev, B.V.; Evstropov, A.A.; Kiparisova, Y.G.; Sheveleva, N.P.,
Thermodynamics of tridecanolactone, its polymerization process, and the resultant poly(tridecanolactone) in the 0-430 K range,
Vysokomol. Soedin., 1981, B23, 551-554. [all data]
Lebedev, Yevstropov, et al., 1981, 2
Lebedev, B.V.; Yevstropov, A.A.; Kiparisova, Y.G.,
Thermodynamic properties of undecanolactone over the range, 1981, Termodin. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, 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) ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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