1,3-Dioxolane
- Formula: C3H6O2
- Molecular weight: 74.0785
- IUPAC Standard InChIKey: WNXJIVFYUVYPPR-UHFFFAOYSA-N
- CAS Registry Number: 646-06-0
- 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: Ethylene glycol formal; Formal glycol; Glycolformal; 1,3-Dioxacyclopentane; 1,3-Dioxolan; 1,3-Dioxole, dihydro-; Dioxolan; Dioxolane
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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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -337.2 ± 1.4 | kJ/mol | Ccb | Pihlaja and Heikklia, 1969 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -1700.8 ± 1.4 | kJ/mol | Ccb | Pihlaja and Heikklia, 1969 | Corresponding ΔfHºliquid = -337.2 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -1700. | kJ/mol | Ccb | Fletcher, Mortimer, et al., 1959 | Corresponding ΔfHºliquid = -338. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -1705. | kJ/mol | Ccb | Skuratov, Strepikheev, et al., 1957 | Combustion for liq at 293 K; Corresponding ΔfHºliquid = -333. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 280.2 | J/mol*K | N/A | Clegg and Melia, 1969 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
120.84 | 298.15 | Inglese, Castagnolo, et al., 1981 | DH |
118.0 | 298. | Conti, Gianni, et al., 1976 | DH |
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 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
View reactions leading to C3H6O2+ (ion structure unspecified)
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.9 | PE | Sweigart and Turner, 1972 | LLK |
10.02 | EI | Collin and Conde, 1966 | RDSH |
10.1 | PE | Sweigart and Turner, 1972 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C2H2O+ | 13.20 | ? | EI | Collin and Conde, 1966 | RDSH |
C2H3O+ | 14.14 | ? | EI | Collin and Conde, 1966 | RDSH |
C2H4O+ | 10.87 | CH2O | EI | Holmes, Terlouw, et al., 1976 | LLK |
C2H4O+ | 11.56 | ? | EI | Collin and Conde, 1966 | RDSH |
C2H5O+ | 12.45 | ? | EI | Collin and Conde, 1966 | RDSH |
C3H5O2+ | 10.38 | H | EI | Collin and Conde, 1966 | 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.
Pihlaja and Heikklia, 1969
Pihlaja, K.; Heikklia, J.,
Enthalpies of formation of cyclic acetals. 1,3-dioxolane, 2-methyl-1,3-dioxolane, and 2,4-dimethyl-1,3-dioxolanes,
Acta Chem. Scand., 1969, 23, 1053-1055. [all data]
Fletcher, Mortimer, et al., 1959
Fletcher, S.E.; Mortimer, C.T.; Springall, H.D.,
Heats of combustion and molecular structure. Part VII. 1:3-dioxa- and 1:3:5-trioxa-cycloalkanes,
J. Chem. Soc., 1959, 580-584. [all data]
Skuratov, Strepikheev, et al., 1957
Skuratov, S.M.; Strepikheev, A.A.; Shtekhter, S.M.; Volokhina, A.V.,
About the enthalpies of polymerization of cyclic formales,
Dokl. Akad. Nauk SSSR, 1957, 117, 263-265. [all data]
Clegg and Melia, 1969
Clegg, G.A.; Melia, T.P.,
Thermodynamics of polymerization of heterocyclic compounds. Part V. The heat capacity, entropy, enthalpy and free energy of 1,3-dioxolan and poly-1,3-dioxolan,
Polymer, 1969, 10(12), 912-922. [all data]
Inglese, Castagnolo, et al., 1981
Inglese, A.; Castagnolo, M.; Dell'Atti, A.; DeGiglio, A.,
Thermochim. Acta, 1981, 77-87. [all data]
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]
Sweigart and Turner, 1972
Sweigart, D.A.; Turner, D.W.,
Lone pair orbitals and their interactions studied by photoelectron spectroscopy. II. Equivalent orbitals in saturated oxygen and sulfur J. Heterocycl. Chem.,
J. Am. Chem. Soc., 1972, 94, 5599. [all data]
Collin and Conde, 1966
Collin, J.E.; Conde, G.,
L'ionisation et la dissociation des polyethers cycliques soumis a l'impact electronique,
Bull. Classe Sci. Acad. Roy. Belg., 1966, 52, 978. [all data]
Holmes, Terlouw, et al., 1976
Holmes, J.L.; Terlouw, J.K.; Lossing, F.P.,
The thermochemistry of C2H4O+ ions,
J. Phys. Chem., 1976, 80, 2860. [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 S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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