2H-Pyran-2-one, tetrahydro-
- Formula: C5H8O2
- Molecular weight: 100.1158
- IUPAC Standard InChIKey: OZJPLYNZGCXSJM-UHFFFAOYSA-N
- CAS Registry Number: 542-28-9
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: δ-Valerolactone; δ-Valeryllactone; Pentanoic acid, 5-hydroxy-, δ-lactone; Tetrahydro-2-pyranone; 5-Valerolactone; Valeric acid, δ-hydroxy-, δ-lactone; 5-Hydroxypentanoic acid δ-lactone; 1-Oxacyclohexan-2-one; Tetrahydro-2H-pyran-2-one; Delta-valerolactone; δ-Pentalactone; 5-Pentanolide; Cyclopentanolide; Tetrahydropyran-2-one; NSC 6247; Pentan-5-olide; γ-Valerolactone
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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 | -376. ± 3. | kJ/mol | Cm | Wiberg and Waldron, 1991 | Heat of reduction |
ΔfH°gas | -379.6 ± 0.9 | kJ/mol | Ccb | Leitao, Pilcher, et al., 1990 | See Brown, Conn, et al., 1989 |
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 | -436. ± 3. | kJ/mol | Cm | Wiberg and Waldron, 1991 | Heat of reduction; ALS |
ΔfH°liquid | -437.6 ± 0.8 | kJ/mol | Ccb | Leitao, Pilcher, et al., 1990 | See Brown, Conn, et al., 1989; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -2673.3 ± 0.5 | kJ/mol | Ccb | Leitao, Pilcher, et al., 1990 | See Brown, Conn, et al., 1989; Corresponding ΔfHºliquid = -437.6 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 219.0 | J/mol*K | N/A | Lebedev and Yevstropov, 1983 | DH |
S°liquid | 219.0 | J/mol*K | N/A | Yevstropov, Lebedev, et al., 1982 | DH |
S°liquid | 219.0 | J/mol*K | N/A | Evstopov, Lebedev, et al., 1981 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
171.6 | 298.15 | Lebedev and Yevstropov, 1983 | T = 13.8 to 340 K.; DH |
171.6 | 298.15 | Yevstropov, Lebedev, et al., 1982 | T = 5 to 340 K.; DH |
171.6 | 298.15 | Evstopov, Lebedev, et al., 1981 | T = 5 to 340 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]
Leitao, Pilcher, et al., 1990
Leitao, M.L.P.; Pilcher, H.; Meng-Yan, Y.; Brown, J.M.; Conn, A.D.,
Enthalpies of combustion of γ-butyrolactone, γ-valerolactone, and δ-valerolactone,
J. Chem. Thermodyn., 1990, 22, 885-891. [all data]
Brown, Conn, et al., 1989
Brown, J.M.; Conn, A.D.; Pilcher, G.; Leitao, M.L.P.; Yang, M.-Y.,
On the strain energy of 5-ring and 6-ring lactones,
J. Chem. Soc., Chem. Commun., 1989, 1817-1819. [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]
Yevstropov, Lebedev, et al., 1982
Yevstropov, A.A.; Lebedev, B.V.; Kulagina, T.G.; Lebedev, N.K.,
Calorimetric study of d-valerolactone, poly-d-valerolactone and of the process of polymerization of d-valerolactone in the 13.8 to 340 K temperature range, Vysokomol. Soedin.,
Ser. A, 1982, 24, 568-574. [all data]
Evstopov, Lebedev, et al., 1981
Evstopov, A.A.; Lebedev, B.V.; Kulagina, T.G.; Lebedev, N.K.,
Thermodynamics of the polymerization process of d-valerolactone and poly-d-valerolactone in the range 0 to 350 K,
Termodin. Org. Soedin., 1981, 20-31. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, 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°gas Enthalpy of formation of gas 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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