Home Symbol which looks like a small house Up Solid circle with an upward pointer in it

Butanedioic acid

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Condensed phase thermochemistry data

Go To: Top, Reaction thermochemistry data, 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
Deltafsolid-940. ± 2.kJ/molAVGN/AAverage of 7 values; Individual data points
Quantity Value Units Method Reference Comment
Deltacsolid-1491. ± 3.kJ/molAVGN/AAverage of 16 values; Individual data points
Quantity Value Units Method Reference Comment
solid,1 bar167.32J/mol*KN/AVanderzee and Westrum, 1970DH
solid,1 bar175.7J/mol*KN/AParks and Huffman, 1930crystaline, I phase; Extrapolation below 90 K, 55.10 J/mol*K.; DH

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
152.93298.15Vanderzee and Westrum, 1970T = 5 to 328 K.; DH
164.0323.Satoh and Sogabe, 1939T = 0 to 100°C. Mean value.; DH
149.8289.8Parks and Huffman, 1930crystaline, I phase; T = 93 to 290 K. Value is unsmoothed experimental datum.; DH

Reaction thermochemistry data

Go To: Top, Condensed phase thermochemistry data, 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
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-151.8 ± 0.8kJ/molChydSkinner and Snelson, 1959liquid phase; solvent: Ethanol; ALS
Deltar-153.2 ± 1.7kJ/molChydFlitcroft, Skinner, et al., 1957liquid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -152. ± 2. kJ/mol; ALS

C4H5O4- + Hydrogen cation = Butanedioic acid

By formula: C4H5O4- + H+ = C4H6O4

Quantity Value Units Method Reference Comment
Deltar1350. ± 8.4kJ/molCIDCKumar, Prabhakar, et al., 2005gas phase; B
Quantity Value Units Method Reference Comment
Deltar1328. ± 8.4kJ/molCIDCKumar, Prabhakar, et al., 2005gas phase; B

Succinic anhydride + Water = Butanedioic acid

By formula: C4H4O3 + H2O = C4H6O4

Quantity Value Units Method Reference Comment
Deltar-46.86 ± 0.08kJ/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-130.3 ± 0.1kJ/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-363.2 ± 4.6kJ/molChydFlitcroft and Skinner, 1958solid phase; ALS

References

Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes

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

Vanderzee and Westrum, 1970
Vanderzee, C.E.; Westrum, E.F., Jr., Succinic acid. Heat capacities and thermodynamic properties from 5 to 328K. An efficient drying procedure, J. Chem. Thermodynam., 1970, 2, 681-687. [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]

Satoh and Sogabe, 1939
Satoh, S.; Sogabe, T., The specific heats of some solid aliphatic acids and their ammonium salts and the atomic heat of nitrogen, Sci. Pap. Inst. Phys. Chem. Res. (Tokyo), 1939, 36, 97-105. [all data]

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

Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, References