1,4-Phenylenediamine

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 1,4-Phenylenediamine are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the 1,4-Phenylenediamine?

The molecule 1,4-Phenylenediamine presents a molecular formula of C6H8N2 and its IUPAC name is 1,4-phenylenediamine.

Phenylenediamine is an organic compound with the formula C6H4(NH2)2. It is a colourless solid that is soluble in water, but not in organic solvents. It is a common precursor to various dyes. It is mainly used as an intermediate in the production of pigments for dyes and inks. It is also used as a corrosion inhibitor and as a photographic developer..

3D structure

Cartesian coordinates

Geometry of 1,4-Phenylenediamine in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

1,4-Phenylenediamine CBCKQZAAMUWICA-UHFFFAOYSA-N chemical compound 2D structure molecule svg
1,4-Phenylenediamine

 

Molecule descriptors

 
IUPAC name1,4-phenylenediamine
InChI codeInChI=1S/C5H10Br2/c6-4-2-1-3-5-7/h1-5H2
InChI KeyCBCKQZAAMUWICA-UHFFFAOYSA-N
SMILESc1(N)ccc(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 name1,4-phenylenediamine
Molecular formulaC6H8N2
Molecular weight108.141
Melting point (ºC)25
Boiling point (ºC)232
Density (g/cm3)1.15
Molar refractivity35.25
LogP2.0
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.