thiobenzoic acid S-butyl ester

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

What is thiobenzoic acid S-butyl ester?

The molecule thiobenzoic acid S-butyl ester presents a molecular formula of C11H14OS and its IUPAC name is S-butyl benzenecarbothioate.

3D structure

Cartesian coordinates

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

2D drawing

 

thiobenzoic acid S-butyl ester KXXZPIFZTPWOJJ-UHFFFAOYSA-N chemical compound 2D structure molecule svg
thiobenzoic acid S-butyl ester

 

Molecule descriptors

 
IUPAC namethiobenzoic acid S-butyl ester
InChI codeInChI=1S/C11H14OS/c1-2-3-9-13-11(12)10-7-5-4-6-8-10/h4-8H,2-3,9H2,1H3
InChI KeyKXXZPIFZTPWOJJ-UHFFFAOYSA-N
SMILESCCCCSC(=O)C1=CC=CC=C1

Physico-Chemical properties

IUPAC nameS-butyl benzenecarbothioate
Molecular formulaC11H14OS
Molecular weight194.30
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP3.6
Topological polar surface area42.4

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.