Tetrahydropyran
- Formula: C5H10O
- Molecular weight: 86.1323
- IUPAC Standard InChI: InChI=1S/C5H10O/c1-2-4-6-5-3-1/h1-5H2
- IUPAC Standard InChIKey: DHXVGJBLRPWPCS-UHFFFAOYSA-N
- CAS Registry Number: 142-68-7
- 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: Oxacyclohexane; Oxane; 2H-Pyran, tetrahydro-; Pentamethylene oxide; Tetrahydro-2H-pyran; THP
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Gas 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
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -53.50 ± 0.24 | kcal/mol | Cm | Pell and Pilcher, 1965 | ALS |
| ΔfH°gas | -52.6 ± 0.6 | kcal/mol | Ccb | Snelson and Skinner, 1961 | ALS |
| ΔfH°gas | -53.39 ± 0.37 | kcal/mol | Ccb | Cass, Fletcher, et al., 1958 | Reanalyzed by Cox and Pilcher, 1970, Original value = -50.7 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°gas | -758.44 ± 0.23 | kcal/mol | Cm | Pell and Pilcher, 1965 | Corresponding ΔfHºgas = -53.39 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of gas
| Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 8.102 | 50. | Dorofeeva O.V., 1992 | p=1 bar. Selected values are in close agreement with those calculated by [ Vedal D., 1975].; GT |
| 9.947 | 100. | ||
| 12.68 | 150. | ||
| 15.84 | 200. | ||
| 21.52 | 273.15 | ||
| 23.70 ± 0.72 | 298.15 | ||
| 23.86 | 300. | ||
| 32.765 | 400. | ||
| 40.872 | 500. | ||
| 47.729 | 600. | ||
| 53.456 | 700. | ||
| 58.270 | 800. | ||
| 62.340 | 900. | ||
| 65.803 | 1000. | ||
| 68.757 | 1100. | ||
| 71.286 | 1200. | ||
| 73.456 | 1300. | ||
| 75.325 | 1400. | ||
| 76.941 | 1500. |
References
Go To: Top, Gas phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Pell and Pilcher, 1965
Pell, A.S.; Pilcher, G.,
Measurements of heats of combustion by flame calorimetry. Part 3.-Ethylene oxide, trimethylene oxide, tetrahydrofuran and tetrahydropy,
Trans. Faraday Soc., 1965, 61, 71-77. [all data]
Snelson and Skinner, 1961
Snelson, A.; Skinner, H.A.,
Heats of combustion: sec-propanol, 1,4-dioxan, 1,3-dioxan and tetrahydropyran,
Trans. Faraday Soc., 1961, 57, 2125-2131. [all data]
Cass, Fletcher, et al., 1958
Cass, R.C.; Fletcher, S.E.; Mortimer, C.T.; Springall, H.D.; White, T.R.,
Heats of combustion and molecular structure. Part V. The mean bond energy term for the C-O bond in ethers, and the structures of some cyclic ethers,
J. Chem. Soc., 1958, 1406-1410. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Dorofeeva O.V., 1992
Dorofeeva O.V.,
Ideal gas thermodynamic properties of oxygen heterocyclic compounds. Part 2. Six-membered, seven-membered and eight-membered rings,
Thermochim. Acta, 1992, 200, 121-150. [all data]
Vedal D., 1975
Vedal D.,
Vibrational spectra of pentamethylene sulfide and selenide,
Spectrochim. Acta, 1975, A31, 355-372. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas ΔcH°gas Enthalpy of combustion of gas at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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