Coumalic acid

Coumalic acid
Names
Preferred IUPAC name
2-Oxo-2H-pyran-5-carboxylic acid
Other names
Cumalic acid
Identifiers
CAS Number
  • 500-05-0
3D model (JSmol)
  • Interactive image
ECHA InfoCard 100.007.182 Edit this at Wikidata
PubChem CID
  • 68141
UNII
  • OB1JPY343G
CompTox Dashboard (EPA)
  • DTXSID60870569 Edit this at Wikidata
InChI
  • InChI=1S/C6H4O4/c7-5-2-1-4(3-10-5)6(8)9/h1-3H,(H,8,9)
    Key: ORGPJDKNYMVLFL-UHFFFAOYSA-N
  • C1=CC(=O)OC=C1C(=O)O
Properties
Chemical formula
 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
Chemical compound

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; Collected Volumes, vol. 4, p. 201.