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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Gas phase thermochemistry data
Go To: Top, 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -569. ± 3. | kJ/mol | Cm | Wiberg and Waldron, 1991 | Heat of reduction, Hfusion=1.72 kcal/mol |
Condensed phase thermochemistry data
Go To: Top, Gas 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:
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 | -644. ± 2. | kJ/mol | Cm | Wiberg and Waldron, 1991 | Heat of reduction, Hfusion=1.72 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔfH°solid | -648.1 ± 2.9 | kJ/mol | Ccb | Lebedev, Yevstropov, et al., 1981 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -7895.3 ± 2.9 | kJ/mol | Ccb | Lebedev, Yevstropov, et al., 1981 | Corresponding ΔfHºsolid = -650.3 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 401.8 | J/mol*K | N/A | Lebedev, Evstropov, et al., 1981 | DH |
| S°solid,1 bar | 401.9 | J/mol*K | N/A | Lebedev, Yevstropov, et al., 1981, 2 | DH |
Constant pressure heat capacity of solid
| Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 398.3 | 298.15 | Lebedev, Evstropov, et al., 1981 | T = 5 to 400 K.; DH |
| 398.3 | 298.15 | Lebedev, Yevstropov, et al., 1981, 2 | T = 10.3 to 330 K.; DH |
References
Go To: Top, Gas phase thermochemistry data, 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, Gas phase thermochemistry data, 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°gas Enthalpy of formation of gas 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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