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, J.; ...

, 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. The ...

containing three

ketone In organic chemistry, a ketone is a functional group with the structure R–C(=O)–R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group –C(=O)– (which contains a carbon-oxygen double bo ...

()

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 m ...

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, 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 te ...

() 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 sensitive ...

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 strawberri ...

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 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 syn ...

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 bacterial infections, and antibiotic medications are widely used in the treatment and prevention of ...

References

External links

*{{Commonscatinline, Triketones

Occurrence and significance

See also

References

External links