Triketones
   HOME

TheInfoList



OR:

In
organic chemistry Organic chemistry is a subdiscipline within chemistry involving the scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, ...
, a triketone or trione is an
organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. T ...
containing three ketone ()
groups A group is a number of persons or things that are located, gathered, or classed together. Groups of people * Cultural group, a group whose members share the same cultural identity * Ethnic group, a group whose members share the same ethnic ide ...
. 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 In organic chemistry, alkenols (shortened to enols) are a type of reactive structure or intermediate in organic chemistry that is represented as an alkene ( olefin) with a hydroxyl group attached to one end of the alkene double bond (). The t ...
() forms. Image:Croconic_acid.svg,
Croconic acid Croconic acid or 4,5-dihydroxycyclopentenetrione is a chemical compound with formula or . It has a cyclopentene backbone with two hydroxyl groups adjacent to the double bond and three ketone groups on the remaining carbon atoms. It is sensitiv ...
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
polyketide Polyketides are a class of natural products derived from a precursor molecule consisting of a chain of alternating ketone (or reduced forms of a ketone) and methylene groups: (-CO-CH2-). First studied in the early 20th century, discovery, biosynth ...
s. These natural products are a major source of antibiotics.


See also

*
Diketone In organic chemistry, a dicarbonyl is a molecule containing two carbonyl () groups. Although this term could refer to any organic compound containing two carbonyl groups, it is used more specifically to describe molecules in which both carbonyls ...


References


External links

*{{Commonscatinline, Triketones