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quinone
EntityQ412382· pop 37· linked from 1,125 articles

Also 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

Subclass of
diketone
Show 5 more facts
Commons category
Quinones
topic's main category
Category:Quinones
SMARTS notation
[$(C1=CC(=[OX1])C=CC1=[OX1]),$(c1cc(=[OX1])c(=[OX1])cc1)]
different from
quinine
Sources (3)

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~9 min read

Encyclopedic overview

14 sections
Contents
  • 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.

Excerpted from Wikipedia’s “quinone” article, available under the CC BY-SA 4.0 licence.

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