Penta-2,3-dienedioic acid

Penta-2,3-dienedioic acid
(R) enantiomer
(S) enantiomer
Names
IUPAC name
Penta-2,3-dienedioic acid
Other names
  • 1,3-Allenedicarboxylic acid
  • Diacrylic acid
  • Glutinic acid
  • 2,3-Pentadienedioic acid
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C5H4O4/c6-4(7)2-1-3-5(8)9/h2-3H,(H,6,7)(H,8,9)
    Key: FEFVVCZNGBRBSB-UHFFFAOYSA-N
  • R-glutinic acid: O=C(O)C=C=CC(O)=O
  • S-glutinic acid: O=C(O)C=C=C([H@])C(O)=O
Properties
C5H4O4
Molar mass 128.083 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Penta-2,3-dienedioic acid (one of two chemicals called glutinic acid), is an allene-containing dicarboxylic acid. It was the first allene to be synthesized, in 1887, but the structure of it was thought to be a propyne core instead of an allene. The correct structural isomeric identity was not determined until 1954.

Glutinic acid, a substituted allene, was isolated from Alnus glutinosa (Betulaceae).

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