3-chlorobenzoic acid methyl ester

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

What is 3-chlorobenzoic acid methyl ester?

The molecule 3-chlorobenzoic acid methyl ester presents a molecular formula of C8H7ClO2 and its IUPAC name is methyl 3-chloranylbenzoate.

3D structure

Cartesian coordinates

Geometry of 3-chlorobenzoic acid methyl ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

3-chlorobenzoic acid methyl ester XRDRKVPNHIWTBX-UHFFFAOYSA-N chemical compound 2D structure molecule svg
3-chlorobenzoic acid methyl ester

 

Molecule descriptors

 
IUPAC name3-chlorobenzoic acid methyl ester
InChI codeInChI=1S/C8H7ClO2/c1-11-8(10)6-3-2-4-7(9)5-6/h2-5H,1H3
InChI KeyXRDRKVPNHIWTBX-UHFFFAOYSA-N
SMILESCOC(=O)C1=CC(=CC=C1)Cl

Physico-Chemical properties

IUPAC namemethyl 3-chloranylbenzoate
Molecular formulaC8H7ClO2
Molecular weight170.59
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP
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.