Acetonylacetone

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Acetonylacetone are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Acetonylacetone?

The molecule Acetonylacetone presents a molecular formula of C6H10O2 and its IUPAC name is acetonylacetone.

Acetonylacetone is an organic compound with the formula C5H8O2. It is a colorless liquid with a fruity odor. It is a ketone and an aldehyde..

The molecule can be viewed as a derivative of propanal, with the carbonyl group moved to the central carbon atom. The compound is chiral, but is usually used as the racemic mixture. The enantiomeric purity can be increased by recrystallization from ethanol..

The compound is used as a reagent in organic synthesis. For example, it reacts with malonic ester to give the corresponding ketone..

The compound is also used as a solvent for various purposes, including the extraction of oils and fats..

3D structure

Cartesian coordinates

Geometry of Acetonylacetone in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Acetonylacetone OJVAMHKKJGICOG-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Acetonylacetone

 

Molecule descriptors

 
IUPAC nameacetonylacetone
InChI codeInChI=1S/C3H5Br/c1-2-3-4/h2H,1,3H2
InChI KeyOJVAMHKKJGICOG-UHFFFAOYSA-N
SMILESO=C(CCC(=O)C)C

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:

Physico-Chemical properties

IUPAC nameacetonylacetone
Molecular formulaC6H10O2
Molecular weight114.142
Melting point (ºC)-6
Boiling point (ºC)191
Density (g/cm3)0.970
Molar refractivity31.36
LogP0.9
Topological polar surface area-

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.