1,2-Benzoquinone

1,2-Benzoquinone
Names
Preferred IUPAC name
Cyclohexa-3,5-diene-1,2-dione[1]
Other names
  • ortho-Benzoquinone
  • o-Benzoquinone
  • o-Quinone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.243.463 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C6H4O2/c7-5-3-1-2-4-6(5)8/h1-4H checkY
    Key: WOAHJDHKFWSLKE-UHFFFAOYSA-N checkY
  • InChI=1/C6H4O2/c7-5-3-1-2-4-6(5)8/h1-4H
    Key: WOAHJDHKFWSLKE-UHFFFAOYAR
  • 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[2]
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 checkY☒N ?)

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.[3][4]

  1. ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 728. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ Eagleson, Mary (1994). Concise encyclopedia chemistry. Berlin: Walter de Gruyter. p. 123. ISBN 0-89925-457-8. OCLC 29029713.
  3. ^ Patai, Saul, ed. (1974). Quinonoid Compounds: Vol. 1 (1974). PATAI'S Chemistry of Functional Groups. doi:10.1002/9780470771297. ISBN 9780470771297.
  4. ^ Patai, Saul, ed. (1974). Quinonoid Compounds: Vol. 2 (1974). PATAI'S Chemistry of Functional Groups. doi:10.1002/9780470771303. ISBN 9780470771303.