Methacrolein

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

What is the Methacrolein?

The molecule Methacrolein presents a molecular formula of C4H6O and its IUPAC name is methacrolein.

Methacrolein (IUPAC name: 2-methylpropenal) is a volatile organic compound with the chemical formula CH3C(O)CH=CH2. It is a colorless liquid with a sharp, acrid odor. Methacrolein is produced industrially by the partial oxidation of propylene. It is used as a precursor to other chemicals, including methacrylates, acrylonitrile, and acrylic acid..

Methacrolein is a liquid at room temperature with a boiling point of 54 °C. It is miscible with water and most organic solvents. The molecule consists of a methyl group attached to a vinyl group. The molecule is planar and has C2v symmetry..

Methacrolein is produced by the partial oxidation of propylene. The major industrial process involves the reaction of propylene with oxygen in the presence of a catalyst, such as a vanadium pentoxide/phosphoric acid catalyst..

Methacrolein is a precursor to other chemicals, including methacrylates, acrylonitrile, and acrylic acid. It is also used as a solvent and as a fuel additive..

Methacrolein is a volatile organic compound and as such is considered to be a potential air pollutant. It is listed as a hazardous air pollutant in the United States..

3D structure

Cartesian coordinates

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

2D drawing

 

Methacrolein STNJBCKSHOAVAJ-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Methacrolein

 

Molecule descriptors

 
IUPAC namemethacrolein
InChI codeInChI=1S/C4H7ClO2/c1-3(5)4(6)7-2/h3H,1-2H3
InChI KeySTNJBCKSHOAVAJ-UHFFFAOYSA-N
SMILESC(=C)(C=O)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 namemethacrolein
Molecular formulaC4H6O
Molecular weight70.0898
Melting point (ºC)-81
Boiling point (ºC)69
Density (g/cm3)0.850
Molar refractivity21.07
LogP0.8
Topological polar surface area26.3

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.