1,2-Cyclopentanedione is the
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. Th ...
with the formula (CH
2)
3(CO)
2. It is one of two isomeric cyclopentanediones, the other being
1,3-cyclopentanedione
1,3-Cyclopentanedione is an organic compound with the formula (CH2)3(CO)2. It is one of two isomeric cyclopentanediones, the other being 1,2-cyclopentanedione. The enol is predicted to be about 1-3 kcal/mol more stable than the diketo form. The ...
. It was first prepared by base-induced condensation of di
ethylglutarate with
diethyloxalate, followed by hydrolysis of the resulting diketodiester followed by decarboxylation.
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 ...
is predicted to be about 1-3 kcal/mol more stable than the diketo form. The enol structure has been confirmed by
X-ray crystallography
X-ray crystallography is the experimental science determining the atomic and molecular structure of a crystal, in which the crystalline structure causes a beam of incident X-rays to diffract into many specific directions. By measuring the angle ...
.
Structurally related to 1,2-cyclopentanedione is
2-hydroxy-3-methyl-2-cyclopenten-1-one
2-Hydroxy-3-methyl-2-cyclopenten-1-one is an organic compound related to 1,2-cyclopentanedione. It is the enol tautomer of the diketone 3-methylcyclopentane-1,2-dione. Being an enol, the compound is often called methylcyclopentenolone. It is a ...
is a flavor additive, also called cyclotene.
References
{{DEFAULTSORT:Cyclopentanedione, 1, 2-
Diketones
Cyclic ketones