1,2-Benzoquinone

1,2-Benzoquinone, also called ortho-benzoquinone, is an organic compound with formula C6H4O2. It is one of the two isomers of quinone, the other being 1,4-benzoquinone. It is a red volatile solid that is soluble in water and ethyl ether. It is rarely encountered because of its instability, but it is of fundamental interest as the parent compound of many derivatives which are known.

1,2-Benzoquinone
Names
Preferred IUPAC name
Cyclohexa-3,5-diene-1,2-dione
Other names
  • ortho-Benzoquinone
  • o-Benzoquinone
  • o-Quinone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.243.463
KEGG
PubChem CID
UNII
  • InChI=1S/C6H4O2/c7-5-3-1-2-4-6(5)8/h1-4H Y
    Key: WOAHJDHKFWSLKE-UHFFFAOYSA-N Y
  • InChI=1/C6H4O2/c7-5-3-1-2-4-6(5)8/h1-4H
    Key: WOAHJDHKFWSLKE-UHFFFAOYAR
SMILES
  • O=C1/C=C\C=C/C1=O
  • C1=CC(=O)C(=O)C=C1
Properties
C6H4O2
Molar mass 108.096 g·mol−1
Appearance Red volatile solid
Density 1.424 g/cm3
Melting point 60–70 °C (140–158 °F; 333–343 K) decomposes
Hazards
Flash point 76.4 °C (169.5 °F; 349.5 K)
Related compounds
Related compounds
 1,4-benzoquinone
quinone
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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