HOME

TheInfoList



OR:

In
organic chemistry Organic chemistry is a subdiscipline within chemistry involving the science, scientific study of the structure, properties, and reactions of organic compounds and organic matter, organic materials, i.e., matter in its various forms that contain ...
, a triketone or trione is an
organic compound Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
containing three
ketone In organic chemistry, a ketone is an organic compound with the structure , where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group (a carbon-oxygen double bond C=O). The simplest ketone is acetone ( ...
()
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 iden ...
. The simplest triketones, such as
cyclopropanetrione Cyclopropanetrione or trioxocyclopropane is a little-known oxide of carbon with formula C3O3. It consists of a ring of three carbon atoms each attached to an oxygen atom with a double bond. Alternately, it can be thought as a trimer of carbon mon ...
and 2,3,4-pentanetrione, are only of occasional theoretical interest. More pertinent are
triacetylmethane Triacetylmethane is the organic compound with the formula . It is a colorless liquid that is soluble in organic solvents and in alkaline water. It readily forms an enolate. The enolate forms a variety of metal complex A coordination complex ...
and 2,4,6-heptanetrione. Both species exist predominantly in the
enol In organic chemistry, enols are a type of functional group or intermediate in organic chemistry containing a group with the formula (R = many substituents). The term ''enol'' is an abbreviation of ''alkenol'', a portmanteau deriving from "-ene ...
() forms. Image:Croconic_acid.svg,
Croconic acid Croconic acid (also known as 4,5-dihydroxycyclopentenetrione, crocic acid or pentagonic acid) 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 ...
Image:Ac3CH.svg,
Triacetylmethane Triacetylmethane is the organic compound with the formula . It is a colorless liquid that is soluble in organic solvents and in alkaline water. It readily forms an enolate. The enolate forms a variety of metal complex A coordination complex ...
Image:2,4,6-heptanetrione.svg,
2,4,6-Heptanetrione 2,4,6-Heptanetrione is the organic compound with the formula . It is a white or colorless solid. The molecule, which exists mainly in the enol form, undergoes condensation with 1,2-diketones. The compound contributes to the flavor of strawberrie ...


Occurrence and significance

Tri- and polyketones are of practical importance as intermediates in the biosynthesis of
polyketide In organic chemistry, polyketides are a class of natural products derived from a Precursor (chemistry), precursor molecule consisting of a Polymer backbone, chain of alternating ketone (, or Carbonyl reduction, its reduced forms) and Methylene gro ...
s. These
natural product A natural product is a natural compound or substance produced by a living organism—that is, found in nature. In the broadest sense, natural products include any substance produced by life. Natural products can also be prepared by chemical s ...
s are a major source of
antibiotic An antibiotic is a type of antimicrobial substance active against bacteria. It is the most important type of antibacterial agent for fighting pathogenic bacteria, bacterial infections, and antibiotic medications are widely used in the therapy ...
s.


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