Maleic acid

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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-188.18 ± 0.41kcal/molChydFlitcroft, Skinner, et al., 1957Reanalyzed by Cox and Pilcher, 1970, Original value = -188.65 ± 0.09 kcal/mol; ALS
Quantity Value Units Method Reference Comment
Δfsolid-188.95 ± 0.17kcal/molCcbWilhoit and Shiao, 1964ALS
Δfsolid-188.28kcal/molCcbSchwabe and Wagner, 1958ALS
Δfsolid-188.70kcal/molCcbHuffman and Fox, 1938Author's hf298_condensed=-189.45 kcal/mol; ALS
Quantity Value Units Method Reference Comment
Δcsolid-323.89 ± 0.16kcal/molCcbWilhoit and Shiao, 1964Corresponding Δfsolid = -188.94 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcsolid-324.56kcal/molCcbSchwabe and Wagner, 1958Corresponding Δfsolid = -188.27 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcsolid-324.14kcal/molCcbHuffman and Fox, 1938Author's hf298_condensed=-189.45 kcal/mol; Corresponding Δfsolid = -188.69 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
solid,1 bar38.10cal/mol*KN/AParks and Huffman, 1930Extrapolation below 90 K, 50.63 J/mol*K.; DH

Constant pressure heat capacity of solid

Cp,solid (cal/mol*K) Temperature (K) Reference Comment
32.41294.4Parks and Huffman, 1930T = 91 to 294 K. Value is unsmoothed experimental datum.; 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:
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
Tfus402.9KN/AWilhoit and Shiao, 1964, 2Uncertainty assigned by TRC = 0.6 K; TRC
Tfus403.8KN/AWilhoit and Shiao, 1964, 2Uncertainty assigned by TRC = 0.5 K; TRC
Tfus416.65KN/ASkinner and Snelson, 1959Uncertainty assigned by TRC = 0.5 K; TRC
Tfus405.KN/AKern, Shriner, et al., 1925Uncertainty assigned by TRC = 2. K; TRC
Tfus403.4KN/AWeiss and Downs, 1923Uncertainty assigned by TRC = 0.6 K; TRC
Quantity Value Units Method Reference Comment
Tc616.0KN/AAnselme and Teja, 1990Uncertainty assigned by TRC = 50. K; Tc > 616 K, which was observed with decomposition; TRC

Enthalpy of sublimation

ΔsubH (kcal/mol) Temperature (K) Method Reference Comment
25.19 ± 0.41368.MEArshadi, 1974Based on data from 348. to 389. K.; AC
26.3 ± 0.60357. to 367.N/AWolf and Weghofer, 1938See also Jones, 1960 and Cox and Pilcher, 1970, 2.; AC
26.3 ± 0.6363.VWolf and Weghofer, 1938, 2ALS
26.1 ± 1.0356. to 371.N/AWolf and Trieschmann, 1934AC

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Method Reference Comment
6.43411.9DSCGuo, Sadiq, et al., 2010AC

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

Maleic acid + Hydrogen = Butanedioic acid

By formula: C4H4O4 + H2 = C4H6O4

Quantity Value Units Method Reference Comment
Δr-36.3 ± 0.2kcal/molChydSkinner and Snelson, 1959, 2liquid phase; solvent: Ethanol
Δr-36.61 ± 0.40kcal/molChydFlitcroft, Skinner, et al., 1957liquid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -36.4 ± 0.4 kcal/mol

Maleic anhydride + Water = Maleic acid

By formula: C4H2O3 + H2O = C4H4O4

Quantity Value Units Method Reference Comment
Δr-8.3 ± 0.2kcal/molCmConn, Kistiakowsky, et al., 1942liquid phase; Heat of hydroysis at 303 K

Henry's Law 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: Rolf Sander

Henry's Law constant (water solution)

kH(T) = H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)

H (mol/(kg*bar)) d(ln(kH))/d(1/T) (K) Method Reference Comment
1.0×10+9 EN/AValue obtained by missing citation using the group contribution method.

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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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-IW-4644
NIST MS number 228092

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References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law 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.

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]

Wilhoit and Shiao, 1964, 2
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]

Skinner and Snelson, 1959
Skinner, H.A.; Snelson, A., Heats of Hydrogenation. Part 3, Trans. Faraday Soc., 1959, 55, 404. [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]

Anselme and Teja, 1990
Anselme, M.J.; Teja, A.S., The critical properties of rapidly reacting substances, AIChE Symp. Ser., 1990, 86, 279, 128-32. [all data]

Arshadi, 1974
Arshadi, Mohammed R., Determination of heats of sublimation of organic compounds by a mass spectrometric--knudsen effusion method, J. Chem. Soc., Faraday Trans. 1, 1974, 70, 0, 1569, https://doi.org/10.1039/f19747001569 . [all data]

Wolf and Weghofer, 1938
Wolf, K.L.; Weghofer, H.Z., Z. Phys. Chem. Abt. B, 1938, 39, 194. [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]

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]

Guo, Sadiq, et al., 2010
Guo, Kun; Sadiq, Ghazala; Seaton, Colin; Davey, Roger; Yin, Qiuxiang, Co-Crystallization in the Caffeine/Maleic Acid System: Lessons from Phase Equilibria, Crystal Growth & Design, 2010, 10, 1, 268-273, https://doi.org/10.1021/cg900885n . [all data]

Skinner and Snelson, 1959, 2
Skinner, H.A.; Snelson, A., Heats of hydrogenation Part 3., Trans. Faraday Soc., 1959, 55, 405-407. [all data]

Conn, Kistiakowsky, et al., 1942
Conn, J.B.; Kistiakowsky, G.B.; Roberts, R.M.; Smith, E.A., Heats of organic reactions. XIII. Heats of hydrolysis of some acid anhydrides, J. Am. Chem. Soc., 1942, 64, 1747-17. [all data]


Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Mass spectrum (electron ionization), References