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

• 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-IHWYPQMZSA-N Copy
• CAS Registry Number: 498-23-7
• 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.
• Species with the same structure:
  • Citraconic acid
• Stereoisomers:
  • 2-Butenedioic acid, 2-methyl-, (E)-
• Other names: Citraconic acid; Methylmaleic acid; cis-Methylbutenedioic acid; Maleic acid, methyl-; Kyselina citrakonova; 2-Methyl-2-butenedioic acid
• Information on this page:
  • Phase change data
  • Reaction thermochemistry data
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Options:
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• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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Phase change 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: Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director

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: C₅H₆O₄ + Br₂ = C₅H₆O₄ + Br₂

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. [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

Go To: Top, Phase change data, Reaction thermochemistry data, References

• Symbols used in this document:
  

  Tfus	Fusion (melting) point
  ΔrH°	Enthalpy of reaction at standard conditions

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