Tetrahydropyran
- Formula: C5H10O
- Molecular weight: 86.1323
- 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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Phase change data
Go To: Top, IR Spectrum, Mass spectrum (electron ionization), 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 361.0 ± 0.7 | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 224. | K | N/A | Guieu, Carbonnel, et al., 1985 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.1 K; TRC |
Tfus | 224.15 | K | N/A | Brooks and Pilcher, 1959 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 223.95 | K | N/A | Anonymous, 1942 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 572.2 | K | N/A | Kobe and Mathews, 1970 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 47.70 | bar | N/A | Kobe and Mathews, 1970 | Uncertainty assigned by TRC = 0.1418 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 3.8124 | mol/l | N/A | Kobe and Mathews, 1970 | Uncertainty assigned by TRC = 0.0056 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 34.67 | kJ/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 38.2 ± 1.1 | kJ/mol | DSC | Rojas-Aguilar, Ginez-Carbajal, et al., 2005 | AC |
ΔvapH° | 35.0 | kJ/mol | N/A | Snelson and Skinner, 1961 | DRB |
ΔvapH° | 34.9 | kJ/mol | V | Cass, Fletcher, et al., 1958 | ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
31.17 | 361. | N/A | Majer and Svoboda, 1985 | |
36. | 301. | N/A | Rodríguez, Giner, et al., 2006 | Based on data from 286. to 361. K.; AC |
33.2 | 350. | N/A | Rodriguez, Artigas, et al., 2000 | Based on data from 335. to 412. K.; AC |
35.0 | 288. | A | Stephenson and Malanowski, 1987 | Based on data from 273. to 362. K.; AC |
35.0 | 281. | N/A | Dykyj, 1972 | Based on data from 273. to 288. K. See also Cass, Fletcher, et al., 1958, 2.; AC |
36. | 293. | V | Skuratov, Strepikheev, et al., 1957 | Combustion at 293 K; ALS |
IR Spectrum
Go To: Top, Phase change data, Mass spectrum (electron ionization), 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | NIST Standard Reference Data Program Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Sadtler Research Labs Under US-EPA Contract |
State | gas |
Mass spectrum (electron ionization)
Go To: Top, Phase change data, IR Spectrum, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW-1046 |
NIST MS number | 229215 |
References
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Guieu, Carbonnel, et al., 1985
Guieu, R.; Carbonnel, L.; Kehiaian, H.V.,
Solutions solides organiques I. Etude des diagrammes de phases des systemes oxanne ou 1,4-dioxanne + cyclohexane,
Bull. Soc. Chim. Fr., 1985, 1985, 709. [all data]
Brooks and Pilcher, 1959
Brooks, J.H.; Pilcher, G.,
A Simple Melting Point Calorimeter for Moderately Precise Determination of Purity,
J. Chem. Soc., 1959, 1959, 1535. [all data]
Anonymous, 1942
Anonymous, R.,
, Am. Pet. Inst. Res. Proj. 6, Natl. Bur. Stand., 1942. [all data]
Kobe and Mathews, 1970
Kobe, K.A.; Mathews, J.F.,
Critical Properties and Vapor Pressures of Some Organic Nitrogen and Oxygen Compounds,
J. Chem. Eng. Data, 1970, 15, 182. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Rojas-Aguilar, Ginez-Carbajal, et al., 2005
Rojas-Aguilar, A.; Ginez-Carbajal, F.; Orozco-Guareno, E.; Flores-Segura, H.,
Measurement of enthalpies of vaporization of volatile heterocyclic compounds by DSC,
J Therm Anal Calorim, 2005, 79, 1, 95-100, https://doi.org/10.1007/s10973-004-0568-3
. [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]
Rodríguez, Giner, et al., 2006
Rodríguez, S.; Giner, B.; Haro, M.; Martín, S.; Artigas, H.,
Isobaric vapour--liquid equilibrium for the binary systems formed by a cyclic ether and bromocyclohexane at 40.0 and 101.3 kPa,
Physics and Chemistry of Liquids, 2006, 44, 3, 275-285, https://doi.org/10.1080/00319100600574168
. [all data]
Rodriguez, Artigas, et al., 2000
Rodriguez, S.; Artigas, H.; Lafuente, C.; Mainar, A.M.; Royo, F.M.,
Isobaric vapour--liquid equilibrium of binary mixtures of some cyclic ethers with chlorocyclohexane at 40.0 and 101.3 kPa,
Thermochimica Acta, 2000, 362, 1-2, 153-160, https://doi.org/10.1016/S0040-6031(00)00580-3
. [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]
Dykyj, 1972
Dykyj, J.,
Petrochemia, 1972, 12, 1, 13. [all data]
Cass, Fletcher, et al., 1958, 2
Cass, R.C.; Fletcher, S.E.; Mortimer, C.T.; Quincey, P.G.; Springall, H.D.,
193. Heats of combustion and molecular structure. Part IV. Aliphatic nitroalkanes and nitric esters,
J. Chem. Soc., 1958, 958, https://doi.org/10.1039/jr9580000958
. [all data]
Skuratov, Strepikheev, et al., 1957
Skuratov, S.M.; Strepikheev, A.A.; Kozina, M.P.,
About the reaction activity of five and six-membered heterocyclic compounds,
Dokl. Akad. Nauk SSSR, 1957, 117, 452-454. [all data]
Notes
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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