2-bromobutyric acid methyl ester

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

What is 2-bromobutyric acid methyl ester?

The molecule 2-bromobutyric acid methyl ester presents a molecular formula of C5H9BrO2 and its IUPAC name is methyl 2-bromanylbutanoate.

3D structure

Cartesian coordinates

Geometry of 2-bromobutyric acid methyl ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

2-bromobutyric acid methyl ester UFQQDNMQADCHGH-UHFFFAOYSA-N chemical compound 2D structure molecule svg
2-bromobutyric acid methyl ester

 

Molecule descriptors

 
IUPAC name2-bromobutyric acid methyl ester
InChI codeInChI=1S/C5H9BrO2/c1-3-4(6)5(7)8-2/h4H,3H2,1-2H3
InChI KeyUFQQDNMQADCHGH-UHFFFAOYSA-N
SMILESCCC(C(=O)OC)Br

Physico-Chemical properties

IUPAC namemethyl 2-bromanylbutanoate
Molecular formulaC5H9BrO2
Molecular weight181.03
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP1.8
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.