Chemistry:Coumalic acid

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Coumalic acid
Coumalic acid.svg
Coumalic acid 3D structure.png
Names
Preferred IUPAC name
2-Oxo-2H-pyran-5-carboxylic acid
Other names
Cumalic acid
Identifiers
3D model (JSmol)
UNII
Properties
C6H4O4
Molar mass 140.094 g·mol−1
Melting point 210 °C (410 °F; 483 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Coumalic acid is an organic compound with the molecular formula C6H4O4. Its melting point is around 210 °C.

In laboratory coumalic acid may be obtained by self-condensation of malic acid in fuming sulfuric acid:[1]

Coumalic Acid Synthesis

Note that this scheme is incorrect. 4 H2O and 2 CO (carbon monoxide, not carbon dioxide) are liberated during the condensation.

References

  1. Richard H. Wiley and Newton R. Smith (1963). "Coumalic acid". Organic Syntheses. http://www.orgsyn.org/demo.aspx?prep=cv4p0201. ; Collective Volume, 4, pp. 201