Maleic acid
- Formula: C4H4O4
- Molecular weight: 116.0722
- IUPAC Standard InChI: InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-
- IUPAC Standard InChIKey: VZCYOOQTPOCHFL-UPHRSURJSA-N
- CAS Registry Number: 110-16-7
- 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. - Stereoisomers:
- Other names: 2-Butenedioic acid (Z)-; cis-Butenedioic acid; cis-1,2-Ethylenedicarboxylic acid; Toxilic acid; (Z)-2-Butenedioic acid; Butenedioic acid,(Z)-; Maleinic acid; Malenic acid; 1,2-Ethylenedicarboxylic acid, (Z); 1,2-Ethylenedicarboxylic acid, cis-; Kyselina maleinova; (Z)-Butenedioic acid; 2-Butenedioic acid (2Z)-
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Condensed phase thermochemistry data
Go To: Top, 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:
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 | -787.3 ± 1.7 | kJ/mol | Chyd | Flitcroft, Skinner, et al., 1957 | Reanalyzed by Cox and Pilcher, 1970, Original value = -789.3 ± 0.4 kJ/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔfH°solid | -790.57 ± 0.71 | kJ/mol | Ccb | Wilhoit and Shiao, 1964 | ALS |
| ΔfH°solid | -787.76 | kJ/mol | Ccb | Schwabe and Wagner, 1958 | ALS |
| ΔfH°solid | -789.52 | kJ/mol | Ccb | Huffman and Fox, 1938 | Author's hf298_condensed=-189.45 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1355.2 ± 0.67 | kJ/mol | Ccb | Wilhoit and Shiao, 1964 | Corresponding ΔfHºsolid = -790.52 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -1358.0 | kJ/mol | Ccb | Schwabe and Wagner, 1958 | Corresponding ΔfHºsolid = -787.72 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -1356.2 | kJ/mol | Ccb | Huffman and Fox, 1938 | Author's hf298_condensed=-189.45 kcal/mol; Corresponding ΔfHºsolid = -789.48 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 159.4 | J/mol*K | N/A | Parks and Huffman, 1930 | Extrapolation below 90 K, 50.63 J/mol*K.; DH |
Constant pressure heat capacity of solid
| Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 135.6 | 294.4 | Parks and Huffman, 1930 | T = 91 to 294 K. Value is unsmoothed experimental datum.; DH |
References
Go To: Top, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Flitcroft, Skinner, et al., 1957
Flitcroft, T.; Skinner, H.A.; Whiting, M.C.,
Heats of hydrogenation Part 1.-Dodeca-3:9 and -5:7 Diynes,
Trans. Faraday Soc., 1957, 53, 784-790. [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]
Wilhoit and Shiao, 1964
Wilhoit, R.C.; Shiao, D.,
Thermochemistry of biologically important compounds. Heats of combustion of solid organic acids.,
J. Chem. Eng. Data, 1964, 9, 595-599. [all data]
Schwabe and Wagner, 1958
Schwabe, K.; Wagner, W.,
Verbrennungs-und bildungswarmen von fumar- und maleinsaure,
Chem. Ber., 1958, 91, 686-689. [all data]
Huffman and Fox, 1938
Huffman, H.M.; Fox, S.W.,
Thermal data. X. The heats of combustion and free energies, at 25°, of some organic compounds concerned in carbohydrate metabolism,
J. Am. Chem. Soc., 1938, 60, 1400-1403. [all data]
Parks and Huffman, 1930
Parks, G.S.; Huffman, H.M.,
Thermal data on organic compounds. IX. A study of the effect of unsaturation on the heat capacities, entropies and free energies of some hydrocarbons and other compounds,
J. Am. Chem. Soc., 1930, 52, 4381-4391. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, 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°liquid Enthalpy of formation of liquid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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