Benzenesulfonamide

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

What is the Benzenesulfonamide?

The molecule Benzenesulfonamide presents a molecular formula of C6H7NO2S and its IUPAC name is benzenesulfonamide.

Benzenesulfonamide is a molecule with the chemical formula C6H5SO2NH2. It is a white solid that is soluble in water and organic solvents. It is used as a reagent in organic synthesis and as a pharmaceutical ingredient..

Benzenesulfonamide is prepared by the sulfonation of benzene with sulfuric acid. The resulting product is then treated with ammonia to yield the amide..

The molecule has a flat structure with the sulfonamide group attached to the benzene ring at the 4-position. The amide group is located at the 2-position..

The benzenesulfonamide molecule is planar and has a molecular weight of 118.16 g/mol. The molecule is non-polar and has a dipole moment of zero..

The boiling point of benzenesulfonamide is 247 °C and the melting point is 113 °C. The molecule is insoluble in water but is soluble in organic solvents..

Benzenesulfonamide is used as a reagent in organic synthesis. It is also used as an ingredient in some pharmaceuticals..

3D structure

Cartesian coordinates

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

2D drawing

 

Benzenesulfonamide KHBQMWCZKVMBLN-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Benzenesulfonamide

 

Molecule descriptors

 
IUPAC namebenzenesulfonamide
InChI codeInChI=1S/C7H7Br/c8-6-7-4-2-1-3-5-7/h1-5H,6H2
InChI KeyKHBQMWCZKVMBLN-UHFFFAOYSA-N
SMILESS(=O)(=O)(c1ccccc1)N

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 namebenzenesulfonamide
Molecular formulaC6H7NO2S
Molecular weight157.19
Melting point (ºC)151
Boiling point (ºC)-
Density (g/cm3)-
Molar refractivity37.44
LogP2.1
Topological polar surface area-

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.