3-fluorobenzoic acid ethyl ester

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

What is 3-fluorobenzoic acid ethyl ester?

The molecule 3-fluorobenzoic acid ethyl ester presents a molecular formula of C9H9FO2 and its IUPAC name is ethyl 3-fluoranylbenzoate.

3D structure

Cartesian coordinates

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

2D drawing

 

3-fluorobenzoic acid ethyl ester SMMIKBXLEWTSJD-UHFFFAOYSA-N chemical compound 2D structure molecule svg
3-fluorobenzoic acid ethyl ester

 

Molecule descriptors

 
IUPAC name3-fluorobenzoic acid ethyl ester
InChI codeInChI=1S/C9H9FO2/c1-2-12-9(11)7-4-3-5-8(10)6-7/h3-6H,2H2,1H3
InChI KeySMMIKBXLEWTSJD-UHFFFAOYSA-N
SMILESCCOC(=O)C1=CC(=CC=C1)F

Physico-Chemical properties

IUPAC nameethyl 3-fluoranylbenzoate
Molecular formulaC9H9FO2
Molecular weight168.16
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.