Ethyl Acrylate

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

What is the Ethyl Acrylate?

The molecule Ethyl Acrylate presents a molecular formula of C5H8O2 and its IUPAC name is ethyl acrylate.

Ethyl acrylate is an organic compound with the chemical formula CH2=CHCO2C2H5. It is a clear liquid with a sharp, acrid odor. It is a monomer for polyacrylates, which are used in a variety of products..

Ethyl acrylate is produced by the partial dehydration of ethanol. The reaction is catalyzed by a strong acid, such as sulfuric acid:.

CH3CH2OH + H2SO4 → CH2=CHCO2C2H5 + H2O.

The major use of ethyl acrylate is in the production of polyethyl acrylate and polyethyl methacrylate, which are used in acrylic adhesives, paints, and coatings. Ethyl acrylate is also used as a comonomer in the production of polyvinyl chloride..

Ethyl acrylate is a volatile liquid and its vapor is highly flammable. The compound is also a skin and eye irritant. Ethyl acrylate is considered a hazardous chemical and its handling and storage are regulated by law in many countries..

3D structure

Cartesian coordinates

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

2D drawing

 

Ethyl Acrylate JIGUQPWFLRLWPJ-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Ethyl Acrylate

 

Molecule descriptors

 
IUPAC nameethyl acrylate
InChI codeInChI=1S/C9H18O2/c1-3-5-6-7-8-9(10)11-4-2/h3-8H2,1-2H3
InChI KeyJIGUQPWFLRLWPJ-UHFFFAOYSA-N
SMILESC(=O)(C=C)OCC

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 nameethyl acrylate
Molecular formulaC5H8O2
Molecular weight100.116
Melting point (ºC)-71
Boiling point (ºC)99
Density (g/cm3)0.924
Molar refractivity26.96
LogP0.7
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.