quinone
Sign in to saveAlso known as quinones
The quinones are a class of organic compounds that are formally "derived from aromatic compounds [such as benzene or naphthalene] by conversion of an even number of –CH= groups into –C(=O)– groups with any necessary rearrangement of double bonds", resulting in "a fully conjugated cyclic dione structure". The archetypical member of the class is 1,4-benzoquinone or cyclohexadienedione, often called simply "quinone" (thus the name of the class). Other important examples are 1,2-benzoquinone ('''ortho-quinone'''), 1,4-naphthoquinone and 9,10-anthraquinone.
Wikidata facts
Show 2 more facts
- Commons category
- Quinones
- SMARTS notation
- [$(C1=CC(=[OX1])C=CC1=[OX1]),$(c1cc(=[OX1])c(=[OX1])cc1)]
via Wikidata · CC0
~9 min read
Article
14 sectionsContents
- Properties
- Reactions
- Reduction
- Addition
- Occurrence and uses
- Production of hydrogen peroxide
- Biochemistry
- Medical
- Dyes
- Photography
- Nomenclature
- Structural analogues of quinones
- References
- External links
The quinones are a class of organic compounds that are formally "derived from aromatic compounds [such as benzene or naphthalene] by conversion of an even number of –CH= groups into –C(=O)– groups with any necessary rearrangement of double bonds", resulting in "a fully conjugated cyclic dione structure". The archetypical member of the class is 1,4-benzoquinone or cyclohexadienedione, often called simply "quinone" (thus the name of the class). Other important examples are 1,2-benzoquinone ('''ortho-quinone), 1,4-naphthoquinone and 9,10-anthraquinone.
The name is derived from that of quinic acid (with the suffix "-one" indicating a ketone), since it is one of the compounds obtained upon oxidation of quinic acid. Quinic acid, like quinine is obtained from cinchona bark, called quinaquina in the indigenous languages of Peruvian tribes.