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

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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, 1959liquid phase; solvent: Ethanol; ALS
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; ALS

C4H5O4- + Hydrogen cation = Butanedioic acid

By formula: C4H5O4- + H+ = C4H6O4

Quantity Value Units Method Reference Comment
Δr322.6 ± 2.0kcal/molCIDCKumar, Prabhakar, et al., 2005gas phase; B
Quantity Value Units Method Reference Comment
Δr317.3 ± 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
Δr-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
Δr-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
Δr-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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