Trimethylene oxide
- Formula: C3H6O
- Molecular weight: 58.0791
- IUPAC Standard InChIKey: AHHWIHXENZJRFG-UHFFFAOYSA-N
- CAS Registry Number: 503-30-0
- 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: Oxetane; α,γ-Propane oxide; Cyclooxabutane; Oxacyclobutane; Propane, 1,3-epoxy-; 1,3-Epoxypropane; 1,3-Propylene oxide; 1,3-Trimethylene oxide; Trimethylenoxid; Oxetan; NSC 30086; 1,2-epoxypropane
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Condensed phase thermochemistry data
Go To: Top, 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 by: Eugene S. Domalski and Elizabeth D. Hearing
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference |
---|---|---|
99.6 | 298. | Conti, Gianni, et al., 1976 |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, References, Notes
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:
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C3H6O+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 9.65 ± 0.01 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 801.3 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 773.9 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.65 | PE | Roszak, Kaufman, et al., 1992 | LL |
9.64 ± 0.05 | EI | Holmes and Lossing, 1991 | LL |
9.6 | PE | Aue and Bowers, 1979 | LLK |
9.63 | PE | Mollere, 1973 | LLK |
9.668 ± 0.005 | S | Hernandez, 1963 | RDSH |
9.679 | PE | Aue, Webb, et al., 1975 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CHO+ | 12.6 ± 0.2 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
CH3O+ | 13.3 ± 0.2 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C2H2+ | 15.2 ± 0.2 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C2H3+ | 14.9 ± 0.3 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C2H4+ | 12.4 ± 0.3 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C2H5+ | 12.6 ± 0.2 | ? | EI | Gallegos and Kiser, 1962 | RDSH |
C2H6+ | 10.8 ± 0.3 | CO | EI | Gallegos and Kiser, 1962 | RDSH |
C3H5+ | 11.8 ± 0.2 | OH | EI | Gallegos and Kiser, 1962 | RDSH |
References
Go To: Top, Condensed phase 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.
Conti, Gianni, et al., 1976
Conti, G.; Gianni, P.; Matteoli, E.; Mengheri, M.,
Capacita termiche molari di alcuni composti organici mono- e bifunzionali nel liquido puro e in soluzione acquosa a 25C,
Chim. Ind. (Milan), 1976, 58, 225. [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]
Roszak, Kaufman, et al., 1992
Roszak, S.; Kaufman, J.J.; Koski, W.S.; Barreto, R.D.; Fehlner, T.P.; Balasubramanian, K.,
Experimental and theoretical studies of photoelectron spectra of oxetane and some of its halogenated methyl derivatives,
J. Phys. Chem., 1992, 96, 7226. [all data]
Holmes and Lossing, 1991
Holmes, J.L.; Lossing, F.P.,
Ionization energies of homologous organic compounds and correlation with molecular size,
Org. Mass Spectrom., 1991, 26, 537. [all data]
Aue and Bowers, 1979
Aue, D.H.; Bowers, M.T.,
Chapter 9. Stabilities of positive ions from equilibrium gas phase basicity measurements
in Ions Chemistry,, ed. M.T. Bowers, 1979. [all data]
Mollere, 1973
Mollere, P.D.,
The photoelectron spectrum of oxetane: nondegenerate Walsh orbitals in a four-membered heterocycle,
Tetrahedron Lett., 1973, 2791. [all data]
Hernandez, 1963
Hernandez, G.J.,
Vacuum-ultraviolet absorption spectra of the cyclic ethers: trimethylene oxide, tetrahydrofuran, and tetrahydropyran,
J. Chem. Phys., 1963, 38, 2233. [all data]
Aue, Webb, et al., 1975
Aue, D.H.; Webb, H.M.; Bowers, M.T.,
Proton affinities, ionization potentials, and hydrogen affinities of nitrogen and oxygen bases. Hybridization effects,
J. Am. Chem. Soc., 1975, 97, 4137. [all data]
Gallegos and Kiser, 1962
Gallegos, E.J.; Kiser, R.W.,
Electron impact spectroscopy of the four- and five-membered, saturated heterocyclic compounds containing nitrogen, oxygen and sulfur,
J. Phys. Chem., 1962, 66, 136. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Cp,liquid Constant pressure heat capacity of liquid IE (evaluated) Recommended ionization energy - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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