2-Butenedioic acid, 2-methyl-, (E)-


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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfsolid-197.04 ± 0.35kcal/molCcbWilhoit and Lei, 1965 
Quantity Value Units Method Reference Comment
Δcsolid-478.16 ± 0.34kcal/molCcbWilhoit and Lei, 1965Reanalyzed by Cox and Pilcher, 1970, Original value = -478.46 kcal/mol; Corresponding Δfsolid = -197.04 kcal/mol (simple calculation by NIST; no Washburn corrections)

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

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Individual Reactions

2,5-Furandione, 3-methyl- + Water = 2-Butenedioic acid, 2-methyl-, (E)-

By formula: C5H4O3 + H2O = C5H6O4

Quantity Value Units Method Reference Comment
Δr-8.13kcal/molCmConn, Kistiakowsky, et al., 1942liquid phase; Heat of hydrolysis at 303 K

2-Butenedioic acid, 2-methyl-, (Z)- + Bromine = 2-Butenedioic acid, 2-methyl-, (E)- + Bromine

By formula: C5H6O4 + Br2 = C5H6O4 + Br2

Quantity Value Units Method Reference Comment
Δr-1.2 ± 0.2kcal/molEqkJwo, Huang, et al., 1987solid phase; HPLC

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.

Wilhoit and Lei, 1965
Wilhoit, R.C.; Lei, I., Thermochemistry of biologically important compounds. Heats of combustion of five organic acids., J. Chem. Eng. Data, 1965, 10, 166-168. [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]

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]

Jwo, Huang, et al., 1987
Jwo, J-J.; Huang, C-Y.; Chang, E-F.; Wu, R.R., Kinetic study of the bromine-catalyzed isomerization of methyl- and chloro-maleic acids in aqueous Ce(IV)-Br- -H2SO4 medium, J. Chin. Chem. Soc. (Taipei), 1987, 34, 247-256. [all data]


Notes

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