4-Aminobenzonitrile

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 4-Aminobenzonitrile are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the 4-Aminobenzonitrile?

The molecule 4-Aminobenzonitrile presents a molecular formula of C7H6N2 and its IUPAC name is 4-aminobenzonitrile.

Aminobenzonitrile is an organic compound with the chemical formula C6H5CN. It is a white solid that is insoluble in water, but soluble in organic solvents. It is a building block in organic synthesis and a reagent in chemical research..

Aminobenzonitrile was first prepared in 1858 by the German chemist August Wilhelm von Hofmann by the reaction of aniline and cyanogen chloride..

3D structure

Cartesian coordinates

Geometry of 4-Aminobenzonitrile in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

4-Aminobenzonitrile YBAZINRZQSAIAY-UHFFFAOYSA-N chemical compound 2D structure molecule svg
4-Aminobenzonitrile

 

Molecule descriptors

 
IUPAC name4-aminobenzonitrile
InChI codeInChI=1S/C11H14O3/c1-2-3-8-14-10-6-4-9(5-7-10)11(12)13/h4-7H,2-3,8H2,1H3,(H,12,13)
InChI KeyYBAZINRZQSAIAY-UHFFFAOYSA-N
SMILESN#Cc1ccc(N)cc1

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 name4-aminobenzonitrile
Molecular formulaC7H6N2
Molecular weight118.136
Melting point (ºC)84
Boiling point (ºC)-
Density (g/cm3)-
Molar refractivity35.56
LogP1.7
Topological polar surface area46.5

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.