Ethanedioic acid, diethyl ester
- Formula: C6H10O4
- Molecular weight: 146.1412
- IUPAC Standard InChIKey: WYACBZDAHNBPPB-UHFFFAOYSA-N
- CAS Registry Number: 95-92-1
- 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: Oxalic acid, diethyl ester; Diethyl ethanedioate; Diethyl oxalate; Ethyl oxalate; C2H5OCOCOOC2H5; Diethylester kyseliny stavelove; UN 2525; Diethyl ester of oxalic acid; Oxalic ether; Ethanedioic acid, 1,2-diethyl ester; NSC 8851
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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 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 | -193.53 | kcal/mol | Ccr | Baroody and Carpenter, 1972 | ALS |
ΔfH°liquid | -193.05 | kcal/mol | Ccr | Zimmer, Baroody, et al., 1968 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -712.55 | kcal/mol | Ccr | Zimmer, Baroody, et al., 1968 | Corresponding ΔfHºliquid = -193.33 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -713.4 ± 2.0 | kcal/mol | Ccr | Zimmer, Robb, et al., 1966 | Reanalyzed by Cox and Pilcher, 1970, Original value = -713.59 kcal/mol; Corresponding ΔfHºliquid = -192.51 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 |
---|---|---|---|
62.31 | 298. | von Reis, 1881 | T = 294 to 472 K.; DH |
Reaction 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
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
By formula: C4H4F2N6O10 + 6O2 + C6H10O4 = 10CO2 + 2HF + 3N2 + 6H2O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -1189.33 ± 0.56 | kcal/mol | Ccr | Baroody and Carpenter, 1973 | solid phase; Corrected for CODATA value of ΔfH; HF.100H2O |
Gas phase ion energetics 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: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.8 | PE | McGlynn and Meeks, 1976 | |
10.19 | PE | McGlynn and Meeks, 1976 | Vertical value |
References
Go To: Top, Condensed phase thermochemistry data, Reaction 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.
Baroody and Carpenter, 1972
Baroody, E.E.; Carpenter, G.A.,
Heats of formation of propellant compounds (U), Rpt. Naval Ordnance Systems Command Task No. 331-003/067-1/UR2402-001 for Naval Ordance Station, Indian Head, MD, 1972, 1-9. [all data]
Zimmer, Baroody, et al., 1968
Zimmer, M.F.; Baroody, E.E.; Carpenter, G.A.; Robb, R.A.,
Heat of formation of hydroxylammonium perchlorate by combustion calorimetry,
J. Chem. Eng. Data, 1968, 13, 212-214. [all data]
Zimmer, Robb, et al., 1966
Zimmer, M.F.; Robb, R.A.; Baroody, E.E.; Carpenter, G.A.,
Heat of formation and other properties of trinitrofluoromethane,
J. Chem. Eng. Data, 1966, 11, 577-579. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
von Reis, 1881
von Reis, M.A.,
Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht,
Ann. Physik [3], 1881, 13, 447-464. [all data]
Baroody and Carpenter, 1973
Baroody, E.E.; Carpenter, G.A.,
Enthalpies of formation of some fluorodinitroethyl derivatives and 2,2',4,4',6,6'-hexanitroazobenzene,
J. Chem. Eng. Data, 1973, 18, 28-36. [all data]
McGlynn and Meeks, 1976
McGlynn, S.P.; Meeks, J.L.,
Photoelectron spectra of carbonyls, carbonates, oxalates and esterification effects,
J. Electron Spectrosc. Relat. Phenom., 1976, 8, 85. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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