Ethanediamide
- Formula: C2H4N2O2
- Molecular weight: 88.0654
- IUPAC Standard InChIKey: YIKSCQDJHCMVMK-UHFFFAOYSA-N
- CAS Registry Number: 471-46-5
- 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: Oxalamide; Oxalic acid diamide; Oxamide; Oxamimidic acid; NH2COCONH2; Amid kyseliny stavelove; Formimidic acid, 1-carbamoyl-; Oxamid; Diaminoglyoxal; Oxamic acid amide; NSC 2770
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), 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 | -387.1 ± 1.3 | kJ/mol | Ccr | Nunez, Barral, et al., 1988 | Author was aware that data differs from previously reported values |
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°solid | -456.9 | kJ/mol | Ccb | Parkhomenko, Pivovarov, et al., 1990 | Author was aware that data differs from previously reported values; ALS |
ΔfH°solid | -504.4 ± 0.5 | kJ/mol | Ccr | Nunez, Barral, et al., 1988 | Author was aware that data differs from previously reported values; ALS |
ΔfH°solid | -515.6 ± 4.2 | kJ/mol | Ccb | Tavernier and Lamouroux, 1957 | Reanalyzed by Cox and Pilcher, 1970, Original value = -513.289 kJ/mol; Author's hf298_condensed=-123.705 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -902.6 | kJ/mol | Ccb | Parkhomenko, Pivovarov, et al., 1990 | Author was aware that data differs from previously reported values; ALS |
ΔcH°solid | -854.3 ± 0.4 | kJ/mol | Ccr | Nunez, Barral, et al., 1988 | Author was aware that data differs from previously reported values; ALS |
ΔcH°solid | -843.1 ± 4.2 | kJ/mol | Ccb | Tavernier and Lamouroux, 1957 | Reanalyzed by Cox and Pilcher, 1970, Original value = -845.398 kJ/mol; Author's hf298_condensed=-123.705 kcal/mol; ALS |
ΔcH°solid | -853.43 | kJ/mol | Ccb | Handrick, 1956 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 118.11 | J/mol*K | N/A | Egan, Wakefield, et al., 1965 | DH |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
113.89 | 298.15 | Egan, Wakefield, et al., 1965 | T = 10 to 310 K.; DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), 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:
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔsubH° | 117.3 ± 1.2 | kJ/mol | TE,ME | Nunez, Barral, et al., 1988 | AC |
ΔsubH° | 112.97 | kJ/mol | V | Bradley and Cleasby, 1953 | ALS |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
115.8 | 387. | TE,ME | De Wit, Van Miltenburg, et al., 1983 | Based on data from 370. to 398. K.; AC |
113. | 361. | ME | Bradley and Cleasby, 1953, 2 | Based on data from 353. to 369. K. See also Jones, 1960 and Cox and Pilcher, 1970, 2.; AC |
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 as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.41 | PE | Meeks, Arnett, et al., 1975 | LLK |
9.80 | PE | Meeks and McGlynn, 1975 | Vertical value; LLK |
9.80 | PE | Arnett, Newkome, et al., 1974 | Vertical value; LLK |
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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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 | Japan AIST/NIMC Database- Spectrum MS-NW-1754 |
NIST MS number | 229438 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, 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.
Nunez, Barral, et al., 1988
Nunez, L.; Barral, L.; Pilcher, G.,
Enthalpies of combustion of oxamic acid, oxamide, and dithiooxamide,
J. Chem. Thermodyn., 1988, 20, 1211-1216. [all data]
Parkhomenko, Pivovarov, et al., 1990
Parkhomenko, V.D.; Pivovarov, A.A.; Sytnik, S.V.,
Thermophysical properties of oxide,
Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 1990, 33, 53-55. [all data]
Tavernier and Lamouroux, 1957
Tavernier, P.; Lamouroux, M.,
Determinations calorimetriques relatives a vingt et une substances organiques,
Mem. Poudres, 1957, 39, 335-356. [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]
Handrick, 1956
Handrick, G.R.,
Report of the study of pure explosive compounds. Part IV. Calculation of heat of combustion of organic compounds from structural features and calculation of power of high explosives, Rpt. C-58247 for the Office of the Chief of Ordnance, contract DA-19-020-ORD-47 by the Arthur D. Little, Inc., Cambridge, MA, 1956, 467-573. [all data]
Egan, Wakefield, et al., 1965
Egan, E.P.; Wakefield, Z.T.; Farr, T.D.,
Low temperature heat capacity and entropy of oxamide, 10-310 K,
J. Chem. Eng. Data, 1965, 10, 138-140. [all data]
Bradley and Cleasby, 1953
Bradley, R.S.; Cleasby, T.G.,
The vapour pressure and lattice energy of hydrogen-bonded crystals. Part I. Oxamide, oxamic acid, and rubeanie acid,
J. Chem. Soc., 1953, 1681-16. [all data]
De Wit, Van Miltenburg, et al., 1983
De Wit, H.G.M.; Van Miltenburg, J.C.; De Kruif, C.G.,
Thermodynamic properties of molecular organic crystals containing nitrogen, oxygen, and sulphur 1. Vapour pressures and enthalpies of sublimation,
The Journal of Chemical Thermodynamics, 1983, 15, 7, 651-663, https://doi.org/10.1016/0021-9614(83)90079-4
. [all data]
Bradley and Cleasby, 1953, 2
Bradley, R.S.; Cleasby, T.G.,
349. The vapour pressure and lattice energy of some aromatic ring compounds,
J. Chem. Soc., 1953, 1690, https://doi.org/10.1039/jr9530001690
. [all data]
Jones, 1960
Jones, A.H.,
Sublimation Pressure Data for Organic Compounds.,
J. Chem. Eng. Data, 1960, 5, 2, 196-200, https://doi.org/10.1021/je60006a019
. [all data]
Cox and Pilcher, 1970, 2
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]
Meeks, Arnett, et al., 1975
Meeks, J.L.; Arnett, J.F.; Larson, D.B.; McGlynn, S.P.,
Photoelectron spectroscopy of carbonyls. Urea, oxamide, oxalic acid and oxamic acid,
J. Am. Chem. Soc., 1975, 97, 3905. [all data]
Meeks and McGlynn, 1975
Meeks, J.L.; McGlynn, S.P.,
Photoelectron spectra of carbonyls. Oxamide, parabanic acid, and their N-methyl derivatives,
J. Am. Chem. Soc., 1975, 97, 5079. [all data]
Arnett, Newkome, et al., 1974
Arnett, J.F.; Newkome, G.; Mattice, W.L.; McGlynn, S.P.,
Excited electronic states of the α-dicarbonyls,
J. Am. Chem. Soc., 1974, 96, 4385. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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