2(3H)-Furanone, dihydro-5-methyl-
- Formula: C5H8O2
- Molecular weight: 100.1158
- IUPAC Standard InChIKey: GAEKPEKOJKCEMS-UHFFFAOYSA-N
- CAS Registry Number: 108-29-2
- 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. - Species with the same structure:
- Other names: γ-Methyl-γ-butyrolactone; γ-Pentalactone; γ-Valerolactone; Pentanoic acid, 4-hydroxy-, γ-lactone; 4-Hydroxypentanoic acid lactone; 4-Hydroxyvaleric acid lactone; 4-Methyl-γ-butyrolactone; 4-Pentanolide; 4-Valerolactone; γ-Pentanolactone; γ-Valerolakton; Dihydro-5-methyl-2(3H)-furanone; Valeric acid, 4-hydroxy-, gamma-lactone; gamma-Valerolactone; 5-Methyldihydrofuran-2(3H)-one; 5-methyltetrahydrofuran-2-one; Dihydro-5-methyl-2-furanone; (.+/-.)-γ-Valerolactone; (.+/-.)-4-Methylbutyrolactone; 5-Methyltetrahydro-2-furanone; NSC 33700; Valeric acid, 4-hydroxy-, γ-lactone; 5-Methyldihydro-2(3H)-furanone; Pentan-4-olide; 5-Methyloxolan-2-one; Valerolactone
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- Other data available:
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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -110.3 ± 0.24 | kcal/mol | Ccb | Leitao, Pilcher, et al., 1990 | See Brown, Conn, et al., 1989 |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -633.3 ± 0.2 | kcal/mol | Ccb | Leitao, Pilcher, et al., 1990 | See Brown, Conn, et al., 1989; Corresponding ΔfHºliquid = -110.3 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 480.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 12.9 ± 0.05 | kcal/mol | GS | Emel'yanenko, Kozlova, et al., 2008 | Based on data from 276. to 350. K. See also Emel'yanenko, Verevkin, et al., 2009.; AC |
ΔvapH° | 13.1 ± 0.1 | kcal/mol | C | Leitao, Pilcher, et al., 1990 | See Brown, Conn, et al., 1989; ALS |
ΔvapH° | 13.1 | kcal/mol | N/A | Leitao, Pilcher, et al., 1990 | DRB |
ΔvapH° | 13.1 ± 0.1 | kcal/mol | C | Leitao, Pilcher, et al., 1990 | AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
12.8 | 325. | A | Stephenson and Malanowski, 1987 | Based on data from 310. to 480. K. See also Stull, 1947.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
310.7 to 480.7 | 3.48033 | 1315.022 | -105.793 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
References
Go To: Top, 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.
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]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Emel'yanenko, Kozlova, et al., 2008
Emel'yanenko, Vladimir N.; Kozlova, Svetlana A.; Verevkin, Sergey P.; Roganov, Gennady N.,
Vapour pressures and enthalpies of vapourization of a series of the «947»-lactones,
The Journal of Chemical Thermodynamics, 2008, 40, 6, 911-916, https://doi.org/10.1016/j.jct.2008.02.002
. [all data]
Emel'yanenko, Verevkin, et al., 2009
Emel'yanenko, V.N.; Verevkin, S.P.; Burakova, E.N.; Roganov, G.N.; Georgieva, M.K.,
The thermodynamic properties of alkylated «947»-lactones,
Russ. J. Phys. Chem., 2009, 83, 4, 598-603, https://doi.org/10.1134/S0036024409040141
. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Stull, 1947
Stull, Daniel R.,
Vapor Pressure of Pure Substances. Organic and Inorganic Compounds,
Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022
. [all data]
Notes
Go To: Top, 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°liquid Enthalpy of formation of liquid at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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