1,3-Dioxolane, 2-methyl-
- Formula: C4H8O2
- Molecular weight: 88.1051
- IUPAC Standard InChI: InChI=1S/C4H8O2/c1-4-5-2-3-6-4/h4H,2-3H2,1H3
- IUPAC Standard InChIKey: HTWIZMNMTWYQRN-UHFFFAOYSA-N
- CAS Registry Number: 497-26-7
- 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: 2-Methyl-1,3-dioxolane; 2-Methyldioxolane; 2-Methyl-1,3-dioxacyclopentane; Methyldioxolane
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -350. ± 3. | kJ/mol | Ccb | Pihlaja and Heikkila, 1972 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -385.1 ± 2.2 | kJ/mol | Ccb | Pihlaja and Heikkila, 1972 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -2332.3 ± 2.2 | kJ/mol | Ccb | Pihlaja and Heikkila, 1972 | Corresponding ΔfHºliquid = -385.0 kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Gas phase thermochemistry data, 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 354.7 | K | N/A | Weast and Grasselli, 1989 | BS |
| Tboil | 355.7 | K | N/A | Rofman, Yakubov, et al., 1976 | Uncertainty assigned by TRC = 1. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 35.1 | kJ/mol | N/A | Pihlaja and Heikkila, 1972 | DRB |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 43.0 ± 0.6 | 270. to 308. | GS | Verevkin, Peng, et al., 1998 | See also Verevkin, 2002.; AC |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Pihlaja and Heikkila, 1972
Pihlaja, K.; Heikkila, J.,
Heats of formation of cyclic vinyl ethers. A correction.,
Suom. Kemistilehti, 1972, 148. [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]
Rofman, Yakubov, et al., 1976
Rofman, V.M.; Yakubov, R.D.; Trofimov, B.A.; Maksimov, S.M.,
Liq-vap. equil. in system formed by products of vinylation of triethylene glycol & product of epoxidation of ethylene glycol monovinyl ether witrh epichlorohydrin,
Zh. Prikl. Khim. (Leningrad), 1976, 49, 1159-61. [all data]
Verevkin, Peng, et al., 1998
Verevkin, S.P.; Peng, W.-H.; Beckhaus, H.D.; Rücuardt, C.,
Geminal substituent effects. 16. Does the anomeric effect in ketals depend on the hybridization of the central carbon atom?,
Eur. J. Org. Chem., 1998, 11, 2323. [all data]
Verevkin, 2002
Verevkin, Sergey P.,
Improved Benson Increments for the Estimation of Standard Enthalpies of Formation and Enthalpies of Vaporization of Alkyl Ethers, Acetals, Ketals, and Ortho Esters,
J. Chem. Eng. Data, 2002, 47, 5, 1071-1097, https://doi.org/10.1021/je020023o
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Tboil Boiling point 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 ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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