Decanedioic acid, dimethyl ester
- Formula: C12H22O4
- Molecular weight: 230.3007
- IUPAC Standard InChI: InChI=1S/C12H22O4/c1-15-11(13)9-7-5-3-4-6-8-10-12(14)16-2/h3-10H2,1-2H3
- IUPAC Standard InChIKey: ALOUNLDAKADEEB-UHFFFAOYSA-N
- CAS Registry Number: 106-79-6
- 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: Sebacic acid, dimethyl ester; Dimethyl decanedioate; Dimethyl octane-1,8-dicarboxylate; Dimethyl sebacate; Methyl sebacate; decadioic acid, dimethyl ester; Decanedioic acid, methyl ester
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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 | -6844.2 | kJ/mol | Ccb | Verkade, Coops, et al., 1926 | Heat of combustion at 15°C; Corresponding ΔfHºsolid = -1022. kJ/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 |
|---|---|---|---|---|---|
| Tfus | 301.2 | K | N/A | Cheshko and Shvaika, 1971 | Uncertainty assigned by TRC = 2. K; TRC |
| Tfus | 299.95 | K | N/A | Trent, Miller, et al., 1960 | Uncertainty assigned by TRC = 0.5 K; TRC |
| Tfus | 300.2 | K | N/A | Soffer, Strauss, et al., 1947 | Uncertainty assigned by TRC = 1.5 K; TRC |
| Tfus | 299.6 | K | N/A | Houston and Furlow, 1946 | Uncertainty assigned by TRC = 2. K; TRC |
| Tfus | 299.55 | K | N/A | Karvonen, 1929 | Uncertainty assigned by TRC = 0.5 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 86.4 ± 0.3 | kJ/mol | GS | Verevkin, Kozlova, et al., 2006 | Based on data from 304. to 374. K.; AC |
Reduced pressure boiling point
| Tboil (K) | Pressure (bar) | Reference | Comment |
|---|---|---|---|
| 431.2 | 0.013 | Aldrich Chemical Company Inc., 1990 | BS |
| 448.2 | 0.027 | Weast and Grasselli, 1989 | BS |
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]
Cheshko and Shvaika, 1971
Cheshko, F.F.; Shvaika, T.N.,
Syntheses and Identification of Esters of Certain Mono- and Di-carboxylic Acids,
Zh. Prikl. Khim., 1971, 44, 1107-16. [all data]
Trent, Miller, et al., 1960
Trent, F.M.; Miller, F.D.; Brown, G.H.,
Some Physical Properties of Certain C9 and C10 Aliphatic Acids and Their Methyl Esters esters of 2-ethylpentanoic, pelargonic, 2,5-diethyladipic, 2-ethylsuberic, and sebacic acids.,
J. Chem. Eng. Data, 1960, 5, 110-1. [all data]
Soffer, Strauss, et al., 1947
Soffer, M.D.; Strauss, N.S.; Trail, M.D.; Sherk, K.W.,
J. Am. Chem. Soc., 1947, 69, 1684. [all data]
Houston and Furlow, 1946
Houston, D.F.; Furlow, J.S.,
Analysis of Binary Mixtures of Normal, Aliphatic, Dibasic Acids and Esters. Use of Refractive Indices of Dimethyl Esters,
Ind. Eng. Chem., Anal. Ed., 1946, 18, 541-2. [all data]
Karvonen, 1929
Karvonen, A.,
Methyl Sebacate,
Acta Chem. Fenn., 1929, 2, 101-3. [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]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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, 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 at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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