2-Oxepanone
- Formula: C6H10O2
- Molecular weight: 114.1424
- IUPAC Standard InChI: InChI=1S/C6H10O2/c7-6-4-2-1-3-5-8-6/h1-5H2
- IUPAC Standard InChIKey: PAPBSGBWRJIAAV-UHFFFAOYSA-N
- CAS Registry Number: 502-44-3
- 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: ε-Caprolactone; Caprolactone; Hexamethylene oxide, 2-oxo-; Hexanoic acid, 6-hydroxy-, ε-lactone; 1,6-Hexanolide; 6-Hexanolactone; 6-Hydroxyhexanoic acid lactone; 2-Oxacycloheptanone; 6-Caprolactone; Hexanoic acid, ε-lactone; ε-Kaprolakton; Placcel M; Hexanoic acid, 6-hydroxy-, lactone; ε-Caprolactone monomer; 1-Oxa-2-oxocycloheptane; 6-Caprolactone monomer; 6-Hexanalactone; 6-Hexanolide; 6-Hydroxyhexan-6-olide; Hexan-6-olide; Epsilon-caprolactone; E-caprolactone
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction 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 | -396. ± 3. | kJ/mol | Cm | Wiberg and Waldron, 1991 | Heat of reduction |
Condensed phase thermochemistry data
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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 | -458. ± 2. | kJ/mol | Cm | Wiberg and Waldron, 1991 | Heat of reduction; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°liquid | 235.7 | J/mol*K | N/A | Lebedev and Yevstropov, 1983 | DH |
| S°liquid | 235.6 | J/mol*K | N/A | Lebedev, Yevstropov, et al., 1978 | DH |
Constant pressure heat capacity of liquid
| Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 196.8 | 298.15 | Lebedev and Yevstropov, 1983 | T = 13.8 to 340 K.; DH |
| 196.8 | 298.15 | Lebedev, Yevstropov, et al., 1978 | T = 13.8 to 350 K.; DH |
Reaction thermochemistry 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
=
+
By formula: C6H12O3 = C6H10O2 + H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 15.5 ± 0.3 | kJ/mol | Cm | Wiberg and Waldron, 1991 | solid phase |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction 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 and Yevstropov, 1983
Lebedev, B.V.; Yevstropov, A.A.,
Thermodynamics of β-propiolactone, t-butyrolactone, d-valerolactone, and e-caprolactone from 13.8 to 340 K,
J. Chem. Thermodynam., 1983, 15, 115-128. [all data]
Lebedev, Yevstropov, et al., 1978
Lebedev, B.V.; Yevstropov, A.A.; Lebedev, N.K.; Karpova, Ye.A.; Lyudvig, Ye.B.; Belen'kaya, B.G.,
The thermodynamics of e-caprolactone, its polymer and of e-caprolactone polymerization in the 0-350°K range,
Vysokomol. Soedin., 1978, A20, 1974-1980. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy 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 ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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