2H-Pyran, 3,4-dihydro-
- Formula: C5H8O
- Molecular weight: 84.1164
- IUPAC Standard InChIKey: BUDQDWGNQVEFAC-UHFFFAOYSA-N
- CAS Registry Number: 110-87-2
- 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: Dihydropyran; 2,3-Dihydro-4H-pyran; 2H-3,4-Dihydropyran; 3,4-Dihydro-2H-pyran; 3,4-Dihydropyran; 5,6-Dihydro-4H-pyran; 2,3-Dihydropyran; 3,4-Dihdro-2H-pyrane; 3,4-Dihydro-2-pyran; δ2-Dihydropyran; Pyran, dihydro-; 1,2-Pyran, 3,4-dihydro-; NSC 57860
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics 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
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -112.81 ± 0.90 | kJ/mol | Ccr | Steele, Chirico, et al., 1989 | ALS |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
34.78 | 50. | Dorofeeva O.V., 1992 | p=1 bar.; GT |
42.08 | 100. | ||
51.39 | 150. | ||
62.90 | 200. | ||
84.11 | 273.15 | ||
92.2 ± 3.5 | 298.15 | ||
92.76 | 300. | ||
125.37 | 400. | ||
154.64 | 500. | ||
179.15 | 600. | ||
199.47 | 700. | ||
216.44 | 800. | ||
230.73 | 900. | ||
242.86 | 1000. | ||
253.19 | 1100. | ||
262.02 | 1200. | ||
269.61 | 1300. | ||
276.14 | 1400. | ||
281.79 | 1500. |
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 | -147.73 ± 0.86 | kJ/mol | Ccr | Steele, Chirico, et al., 1989 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -2963.14 ± 0.80 | kJ/mol | Ccr | Steele, Chirico, et al., 1989 | Corresponding ΔfHºliquid = -147.73 kJ/mol (simple calculation by NIST; no Washburn corrections) |
Reaction 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
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: C5H8O + H2 = C5H10O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -103.3 ± 1.0 | kJ/mol | Chyd | Allinger, Glaser, et al., 1981 | liquid phase; solvent: Hexane |
Gas phase ion energetics 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias
Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 8.35 ± 0.01 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 865.8 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 833.4 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.37 ± 0.02 | PE | Bloch, Brogli, et al., 1978 | LLK |
8.35 | PE | Planckaert, Doucet, et al., 1974 | LLK |
8.34 ± 0.01 | PI | Watanabe, Nakayama, et al., 1962 | RDSH |
8.60 | PE | Batich, Heilbronner, et al., 1976 | Vertical value; LLK |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Steele, Chirico, et al., 1989
Steele, W.V.; Chirico, R.D.; Nguyen, A.; Hossenlopp, I.A.; Smith, N.K.,
Determination of some pure compound ideal-gas enthalpies of formation,
AIChE Symp. Ser., 1989, 85, 140-162. [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]
Allinger, Glaser, et al., 1981
Allinger, N.L.; Glaser, J.A.; Davis, H.E.,
Heats of hydrogenation of some vinyl ethers and related compounds,
J. Org. Chem., 1981, 46, 658-661. [all data]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Bloch, Brogli, et al., 1978
Bloch, M.; Brogli, F.; Heilbronner, E.; Jones, T.B.; Prinzbach, H.; Schweikert, O.,
138. Photoelectron spectra of unsaturated oxides. I. 1,4- dioxin and related systems,
Helv. Chim. Acta, 1978, 61, 1388. [all data]
Planckaert, Doucet, et al., 1974
Planckaert, A.A.; Doucet, J.; Sandorfy, C.,
Comparative study of the vacuum ultraviolet absorption and photoelectron spectra of some simple ethers and thioethers,
J. Chem. Phys., 1974, 60, 4846. [all data]
Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J.,
Ionization potentials of some molecules,
J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]
Batich, Heilbronner, et al., 1976
Batich, C.; Heilbronner, E.; Quinn, C.B.; Wiseman, J.R.,
The electronic structure of vinyl ethers and sulfides with interrupted conjugation examined by photoelectron spectroscopy,
Helv. Chim. Acta, 1976, 59, 512. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas IE (evaluated) Recommended ionization energy 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 ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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