Triketone

{{short description|1=Organic compounds with three C=O groups}}

In organic chemistry, a triketone or trione is an organic compound containing three ketone ({{chem2|>C\dO}}) groups. The simplest triketones, such as cyclopropanetrione and 2,3,4-pentanetrione, are only of occasional theoretical interest. More pertinent are triacetylmethane and 2,4,6-heptanetrione. Both species exist predominantly in the enol ({{chem2|C\dC\OH}}) forms.

Image:Croconic_acid.svg|Croconic acid

Image:Ac3CH.svg|Triacetylmethane

Image:2,4,6-heptanetrione.svg|2,4,6-Heptanetrione

Occurrence and significance

Tri- and polyketones are of practical importance as intermediates in the biosynthesis of polyketides.{{cite journal |doi=10.1021/cr0503097|title=Assembly-Line Enzymology for Polyketide and Nonribosomal Peptide Antibiotics: Logic, Machinery, and Mechanisms |year=2006 |last1=Fischbach |first1=Michael A. |last2=Walsh |first2=Christopher T. |journal=Chemical Reviews |volume=106 |issue=8 |pages=3468–3496 |pmid=16895337 }} These natural products are a major source of antibiotics.

File:Orsellinsäure_is.svg from polyketide intermediate.]]

See also

References

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