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

• Formula: C₅H₆O₄
• Molecular weight: 130.0987
• IUPAC Standard InChI: InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+ Copy

  
• IUPAC Standard InChIKey: HNEGQIOMVPPMNR-NSCUHMNNSA-N Copy
• CAS Registry Number: 498-24-8
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
  The 3d structure may be viewed using Java or Javascript.
• Stereoisomers:
  • 2-Butenedioic acid, 2-methyl-, (Z)-
  • Citraconic acid
• Other names: Mesaconic acid; trans-1-Propene-1,2-dicarboxylic acid; trans-2-Methyl-2-butenedioic acid; Methylfumaric acid; 2-Methylfumaric acid; (E)-2-Methyl-2-butenedioic acid; Butenedioic acid, methyl-, (E)-; Fumaric acid, methyl-; Mesaconate; Kyselina mesakonova; 2-Butenedioic acid, 2-methyl-, (2E)-; NSC 65438
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Reaction thermochemistry data
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • IR Spectrum
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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 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

 +  =

By formula: C₅H₄O₃ + H₂O = C₅H₆O₄

 +  =  + 

By formula: C₅H₆O₄ + Br₂ = C₅H₆O₄ + Br₂

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

UV/Visible spectrum

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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: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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Additional Data

References

Go To: Top, Reaction thermochemistry data, Mass spectrum (electron ionization), UV/Visible spectrum, Notes

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

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]

Jones, Whitham, et al., 1954
Jones, E.R.H.; Whitham, G.H.; Whiting, M.C., Researches on acetylenic compounds. Part XLIV. The reaction between nickel carbonyl and some esters of ω-acetylenic acids, J. Chem. Soc., 1954, 1865-1868. [all data]

Notes

Go To: Top, Reaction thermochemistry data, Mass spectrum (electron ionization), UV/Visible spectrum, References

• Symbols used in this document:
  

  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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