Butanedioic acid, dimethyl ester
- Formula: C6H10O4
- Molecular weight: 146.1412
- IUPAC Standard InChIKey: MUXOBHXGJLMRAB-UHFFFAOYSA-N
- CAS Registry Number: 106-65-0
- 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: Succinic acid, dimethyl ester; Dimethyl butanedioate; Dimethyl succinate; Methyl succinate; CH3OC(O)CH2CH2C(O)OCH3; Dimethyl ester of succinic acid; DBE-4
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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 |
---|---|---|---|---|---|
ΔcH°solid | -707.1 | kcal/mol | Ccb | Verkade, Coops, et al., 1926 | Heat of combustion at 15°C; Corresponding ΔfHºsolid = -198.8 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 470. ± 3. | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 292. ± 1. | K | AVG | N/A | Average of 11 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 14.6 ± 0.07 | kcal/mol | GS | Verevkin, Kozlova, et al., 2006 | Based on data from 286. to 340. K.; AC |
ΔvapH° | 14.7 ± 0.1 | kcal/mol | N/A | Katayama, 1992 | Based on data from 342. to 468. K. See also Verevkin, Kozlova, et al., 2006.; AC |
ΔvapH° | 14.6 ± 0.1 | kcal/mol | EB | Daubert, Jalowka, et al., 1987 | Based on data from 367. to 460. K. See also Verevkin, Kozlova, et al., 2006.; AC |
ΔvapH° | 14.9 | kcal/mol | EB | Vlasov, Granzhan, et al., 1963 | Based on data from 398. to 468. K. See also Verevkin, Kozlova, et al., 2006.; AC |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
353.2 | 0.014 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
11.8 | 364. | A | Stephenson and Malanowski, 1987 | Based on data from 340. to 470. K.; AC |
References
Go To: Top, 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.
Verkade, Coops, et al., 1926
Verkade, P.E.; Coops, J.; Hartman, H.,
Calorimetric researches. XIII. Heats of combustion of successive terms of homologous series: Dimethyl esters of the oxalic acid series. A general survey of the oscillation phenomena,
Recl. Trav. Chim. Pays-Bas, 1926, 45, 585-606. [all data]
Verevkin, Kozlova, et al., 2006
Verevkin, Sergey P.; Kozlova, Svetlana A.; Emel'yanenko, Vladimir N.; Nikitin, Eugene D.; Popov, Alexander P.; Krasnykh, Eugen L.,
Vapor Pressures, Enthalpies of Vaporization, and Critical Parameters of a Series of Linear Aliphatic Dimethyl Esters of Dicarboxylic Acids,
J. Chem. Eng. Data, 2006, 51, 5, 1896-1905, https://doi.org/10.1021/je0602418
. [all data]
Katayama, 1992
Katayama, Hirotake,
Measurement and estimation of vapor pressures of dimethyl, diethyl, diisopropyl and dibutyl succinates at reduced pressure.,
J. Chem. Eng. Japan / JCEJ, 1992, 25, 4, 366-372, https://doi.org/10.1252/jcej.25.366
. [all data]
Daubert, Jalowka, et al., 1987
Daubert, T.E.; Jalowka, J.W.; Goren, V.,
AIChE Symp. Ser., 1987, 83, 128. [all data]
Vlasov, Granzhan, et al., 1963
Vlasov, O.N.; Granzhan, V.A.; Savenko, L.M.,
Zh. Prikl. Khim., 1963, 36, 2311. [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]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid 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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