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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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 | -35.31 ± 0.21 | kcal/mol | Ccr | Steele, Chirico, et al., 1989 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -708.21 ± 0.19 | kcal/mol | Ccr | Steele, Chirico, et al., 1989 | Corresponding ΔfHºliquid = -35.308 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 359.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 359. | K | N/A | Moshkin, 1955 | Uncertainty assigned by TRC = 4. K; TRC |
Tboil | 359. | K | N/A | Schniepp and Geller, 1946 | Uncertainty assigned by TRC = 2. K; TRC |
Tboil | 358.85 | K | N/A | Anonymous, 1942 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 561.7 | K | N/A | Kobe and Mathews, 1970 | Uncertainty assigned by TRC = 0.83 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 45.00 | atm | N/A | Kobe and Mathews, 1970 | Uncertainty assigned by TRC = 0.5000 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 8.346 ± 0.01 | kcal/mol | V | Steele, Chirico, et al., 1989 | ALS |
ΔvapH° | 8.34 | kcal/mol | N/A | Steele, Chirico, et al., 1989 | DRB |
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) | 206.9 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 199.2 | kcal/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 |
Mass spectrum (electron ionization)
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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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 | NIST Mass Spectrometry Data Center, 1990. |
NIST MS number | 113097 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, 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.
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]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Moshkin, 1955
Moshkin, P.A.,
Vpr. Isolz. Pentozansoderzh. Syrya Tr. Vses. Soveshch. Riga, 1955, 1955, 225 (1958). [all data]
Schniepp and Geller, 1946
Schniepp, L.E.; Geller, H.H.,
Preparation of Dihydropyran. δ-Hydroxyvaleraldehyde and 1,5-Pentanediol from Tetrahydrofurfuryl Alcohol,
J. Am. Chem. Soc., 1946, 68, 1646-8. [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]
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, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
IE (evaluated) Recommended ionization energy Pc Critical pressure Tboil Boiling point Tc Critical temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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