Ethanedioic acid, diethyl 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 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
Δfliquid-809.73kJ/molCcrBaroody and Carpenter, 1972ALS
Δfliquid-807.72kJ/molCcrZimmer, Baroody, et al., 1968ALS
Quantity Value Units Method Reference Comment
Δcliquid-2981.3kJ/molCcrZimmer, Baroody, et al., 1968Corresponding Δfliquid = -808.89 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcliquid-2984.7 ± 8.4kJ/molCcrZimmer, Robb, et al., 1966Reanalyzed by Cox and Pilcher, 1970, Original value = -2985.7 kJ/mol; Corresponding Δfliquid = -805.46 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
260.7298.von Reis, 1881T = 294 to 472 K.; DH

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
Tboil458.9KN/AWeast and Grasselli, 1989BS
Tboil458.8KN/ALecat, 1943Uncertainty assigned by TRC = 0.3 K; TRC
Tboil458.8KN/ALecat, 1943, 2Uncertainty assigned by TRC = 0.25 K; TRC
Tboil458.15KN/ATimmermans, 1911Uncertainty assigned by TRC = 0.3 K; TRC
Tboil458.85KN/AKahlbaum, 1884Uncertainty assigned by TRC = 1.5 K; b.p. listed as 785.3, but obviously a misprint; TRC
Quantity Value Units Method Reference Comment
Tfus232.35KN/ATimmermans, 1952Uncertainty assigned by TRC = 0.5 K; TRC
Tfus232.55KN/ATimmermans, 1911Uncertainty assigned by TRC = 0.4 K; TRC
Quantity Value Units Method Reference Comment
Tc618.KN/ASteele, Chirico, et al., 1994Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Pc21.40barN/ASteele, Chirico, et al., 1994Uncertainty assigned by TRC = 0.04 bar; TRC
Quantity Value Units Method Reference Comment
ρc2.212mol/lN/ASteele, Chirico, et al., 1994Uncertainty assigned by TRC = 0.02 mol/l; TRC

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference Comment
370.20.027Weast and Grasselli, 1989BS

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
53.9358.AStephenson and Malanowski, 1987Based on data from 343. to 457. K.; AC
62.3335.AStephenson and Malanowski, 1987Based on data from 320. to 459. K. See also Stull, 1947.; AC

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
320.6 to 458.95.981582537.141-34.06Stull, 1947Coefficents calculated by NIST from author's data.

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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

2-Fluoro-N-(2-fluoro-2,2-dinitroethyl)-N,2,2-trinitroethylamine + 6Oxygen + Ethanedioic acid, diethyl ester = 10Carbon dioxide + 2hydrogen fluoride + 3Nitrogen + 6Water

By formula: C4H4F2N6O10 + 6O2 + C6H10O4 = 10CO2 + 2HF + 3N2 + 6H2O

Quantity Value Units Method Reference Comment
Δr-4976.2 ± 2.3kJ/molCcrBaroody and Carpenter, 1973solid phase; Corrected for CODATA value of ΔfH; HF.100H2O

IR Spectrum

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Gas Phase Spectrum

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IR spectrum
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Additional Data

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Owner NIST Standard Reference Data Program
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Sadtler Research Labs Under US-EPA Contract
State gas

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Due to licensing restrictions, this spectrum cannot be downloaded.

Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Chuck Anderson, Aldrich Chemical Co.
NIST MS number 107320

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References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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]

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]

Lecat, 1943
Lecat, M., Negative and other Azeotropes, C. R. Hebd. Seances Acad. Sci., 1943, 217, 242. [all data]

Lecat, 1943, 2
Lecat, M., Azeotropes of Ethyl Urethane and other Azeotropes, C. R. Hebd. Seances Acad. Sci., 1943, 217, 273. [all data]

Timmermans, 1911
Timmermans, J., Researches on the freezing point of organic liquid compounds, Bull. Soc. Chim. Belg., 1911, 25, 300. [all data]

Kahlbaum, 1884
Kahlbaum, G.W.A., The dependence of Boiling Temperature on Air Pressure, Ber. Dtsch. Chem. Ges., 1884, 17, 1245. [all data]

Timmermans, 1952
Timmermans, J., Freezing points of organic compounds. VVI New determinations., Bull. Soc. Chim. Belg., 1952, 61, 393. [all data]

Steele, Chirico, et al., 1994
Steele, W.V.; Chirico, R.D.; Hossenlopp, I.A.; Knipmeyer, S.E.; Nguyen, A.; Smith, N.K., DIPPR project 871. Determination of ideal-gas enthalpies of formation for key compounds. The 1990 project results, Experimental Results for DIPPR 1990-91 Projects on Phase Equilibria and Pure Component Properties, 1994, 1994, DIPPR Data Ser. No. 2, p. 188-215. [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]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [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]


Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References