Fumaric Acid
- Formula: C4H4O4
- Molecular weight: 116.0722
- IUPAC Standard InChIKey: VZCYOOQTPOCHFL-OWOJBTEDSA-N
- CAS Registry Number: 110-17-8
- 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. - Species with the same structure:
- Stereoisomers:
- Other names: 2-Butenedioic acid (E)-; trans-Butenedioic Acid; trans-1,2-Ethylenedicarboxylic Acid; Allomaleic acid; Boletic acid; Lichenic acid; Tumaric acid; (E)-2-Butenedioic acid; (E)-HO2CCH=CHCO2H; Butenedioic acid, (E)-; Kyselina fumarova; NSC-2752; U-1149; USAF EK-P-583; 1,2-Ethenedicarboxylic acid, trans-; 1,2-Ethylenedicarboxylic acid, (E); 2-Butenedioic acid (2E)-
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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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
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 |
---|---|---|---|---|---|
Tfus | 560.45 | K | N/A | Wilhoit and Shiao, 1964 | Uncertainty assigned by TRC = 4. K; TRC |
Tfus | 562.55 | K | N/A | Wilhoit and Shiao, 1964 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 375. | K | N/A | Timmermans, 1935 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 473. | K | N/A | Kern, Shriner, et al., 1925 | Uncertainty assigned by TRC = 4. K; TRC |
Tfus | 557.15 | K | N/A | Weiss and Downs, 1923 | Uncertainty assigned by TRC = 4. K; TRC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
29.54 ± 0.48 | 381. | TE,ME | De Kruif and Van Ginkel, 1977 | Based on data from 371. to 391. K.; AC |
32.5 ± 1.5 | 365. | QF | Wolf and Weghofer, 1938 | See also Trieschmann, 1935 and Jones, 1960.; AC |
32.5 ± 1.5 | 365. | V | Wolf and Weghofer, 1938, 2 | ALS |
32.0 ± 1.0 | 358. to 371. | N/A | Wolf and Trieschmann, 1934 | AC |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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. [all data]
Timmermans, 1935
Timmermans, J.,
Researches in Stoichiometry. I. The Heat of Fusion of Organic Compounds.,
Bull. Soc. Chim. Belg., 1935, 44, 17-40. [all data]
Kern, Shriner, et al., 1925
Kern, J.W.; Shriner, R.L.; Adams, R.,
Platinum and Palladium Oxides as Catalysts in the Reduction of Organic Compounds IX. The Reduction of Olefins,
J. Am. Chem. Soc., 1925, 47, 1147. [all data]
Weiss and Downs, 1923
Weiss, J.M.; Downs, C.R.,
The Physical Properties of Maleic, Fumaric and Malic Acids,
J. Am. Chem. Soc., 1923, 45, 1003. [all data]
De Kruif and Van Ginkel, 1977
De Kruif, C.G.; Van Ginkel, C.H.D.,
Torsion-weighing effusion vapour-pressure measurements on organic compounds,
The Journal of Chemical Thermodynamics, 1977, 9, 8, 725-730, https://doi.org/10.1016/0021-9614(77)90015-5
. [all data]
Wolf and Weghofer, 1938
Wolf, K.L.; Weghofer, H.Z.,
Z. Phys. Chem. Abt. B, 1938, 39, 194. [all data]
Trieschmann, 1935
Trieschmann, H.G.,
, Ph.D. Dissertation, Inst. Fur Phys. Chem. and Electrochem. der Universitat Kiel, Germany, 1935. [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]
Wolf and Weghofer, 1938, 2
Wolf, K.L.; Weghofer, H.,
Uber sublimationswarmen,
Z. Phys. Chem., 1938, 39, 194-208. [all data]
Wolf and Trieschmann, 1934
Wolf, K.L.; Trieschmann, H.G.,
Z. Phys. Chem. Abt. B, 1934, 27, 376. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔsubH Enthalpy of sublimation - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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