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Butanedioic acid

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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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
B - John E. Bartmess

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
Deltar-36.3 ± 0.2kcal/molChydSkinner and Snelson, 1959liquid phase; solvent: Ethanol; ALS
Deltar-36.61 ± 0.40kcal/molChydFlitcroft, Skinner, et al., 1957liquid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -36.4 ± 0.4 kcal/mol; ALS

C4H5O4- + Hydrogen cation = Butanedioic acid

By formula: C4H5O4- + H+ = C4H6O4

Quantity Value Units Method Reference Comment
Deltar322.6 ± 2.0kcal/molCIDCKumar, Prabhakar, et al., 2005gas phase; B
Quantity Value Units Method Reference Comment
Deltar317.3 ± 2.0kcal/molCIDCKumar, Prabhakar, et al., 2005gas phase; B

Succinic anhydride + Water = Butanedioic acid

By formula: C4H4O3 + H2O = C4H6O4

Quantity Value Units Method Reference Comment
Deltar-11.20 ± 0.02kcal/molCmConn, Kistiakowsky, et al., 1942liquid phase; Heat of hydrolysis at 303 K; ALS

Fumaric Acid + Hydrogen = Butanedioic acid

By formula: C4H4O4 + H2 = C4H6O4

Quantity Value Units Method Reference Comment
Deltar-31.15 ± 0.03kcal/molChydFlitcroft, Skinner, et al., 1957liquid phase; ALS

2Hydrogen + 2-Butynedioic acid = Butanedioic acid

By formula: 2H2 + C4H2O4 = C4H6O4

Quantity Value Units Method Reference Comment
Deltar-86.8 ± 1.1kcal/molChydFlitcroft and Skinner, 1958solid phase; ALS

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

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

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]

Kumar, Prabhakar, et al., 2005
Kumar, M.R.; Prabhakar, S.; Nagaveni, V.; Vairamani, M., Estimation of gas-phase acidities of a series of dicarboxylic acids by the kinetic method, Rapid Commun. Mass Spectrom., 2005, 19, 8, 1053-1057, https://doi.org/10.1002/rcm.1888 . [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]

Flitcroft and Skinner, 1958
Flitcroft, T.L.; Skinner, H.A., Heats of hydrogenation Part 2.-Acetylene derivatives, Trans. Faraday Soc., 1958, 54, 47-53. [all data]


Notes

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