Propanedioic acid, methyl-, dimethyl ester
- Formula: C6H10O4
- Molecular weight: 146.1412
- IUPAC Standard InChI: InChI=1S/C6H10O4/c1-4(5(7)9-2)6(8)10-3/h4H,1-3H3
- IUPAC Standard InChIKey: LRBPFPZTIZSOGG-UHFFFAOYSA-N
- CAS Registry Number: 609-02-9
- 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: Malonic acid, methyl-, dimethyl ester; Dimethyl methylmalonate; Propanedioic acid, 2-methyl-, dimethyl ester; Maleic acid, dimethyl ester
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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 | -183.69 ± 0.21 | kcal/mol | Ccb | Verevkin, Dogan, et al., 1990 | see Verevkin, Beckhaus, et al., 1992 |
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 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 | -197.50 ± 0.13 | kcal/mol | Ccb | Verevkin, Dogan, et al., 1990 | see Verevkin, Beckhaus, et al., 1992; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -708.38 ± 0.13 | kcal/mol | Ccb | Verevkin, Dogan, et al., 1990 | see Verevkin, Beckhaus, et al., 1992; Corresponding ΔfHºliquid = -197.50 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of liquid
| Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 62.55 | 298.15 | Verevkin, Beckhaus, et al., 1992 | DH |
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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 449.7 | K | N/A | Weast and Grasselli, 1989 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 13.81 ± 0.17 | kcal/mol | C | Verevkin, Dogan, et al., 1990 | see Verevkin, Beckhaus, et al., 1992; ALS |
| ΔvapH° | 13.8 | kcal/mol | N/A | Verevkin, Dogan, et al., 1990 | DRB |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 13.8 ± 0.2 | 293. | GS | Verevkin, Beckhaus, et al., 1992 | Based on data from 278. to 308. K.; 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.
Verevkin, Dogan, et al., 1990
Verevkin, S.; Dogan, B.; Beckhaus, H.D.; Ruechardt, C.,
Geminal substituent effects. 3. Synergistic destablization by geminal ester groups,
Angew. Chem., 1990, 102, 693-695. [all data]
Verevkin, Beckhaus, et al., 1992
Verevkin, S.P.; Beckhaus, H.-D.; Ruchardt, C.,
Geminale substituenteneffekte Teil 5α. Standardbildungsenthalpien von alkylsubstituierten Malonsaure- und α-aminocarbonsaureestern,
Thermochim. Acta, 1992, 197, 27-39. [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]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid 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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