2,2'-Dinitrobiphenyl

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

What is the 2,2'-Dinitrobiphenyl?

The molecule 2,2'-Dinitrobiphenyl presents a molecular formula of C12H8N2O4 and its IUPAC name is 2,2'-dinitrobiphenyl.

2,2'-Dinitrobiphenyl is a molecule composed of two nitro groups (-NO2) attached to adjacent positions on a biphenyl ring. It is a yellow solid that is insoluble in water but soluble in organic solvents. It is used as a dye, an intermediate in the production of dyes and pigments, and as a heat stabilizer for polymers. It is also a potent insecticide..

2,2'-Dinitrobiphenyl is produced by the nitration of biphenyl with nitric acid. The reaction is conducted at 80-100°C in the presence of a sulfuric acid catalyst..

2,2'-Dinitrobiphenyl is a strong insecticide and is used to control a variety of pests, including termites, ants, cockroaches, and fleas. It is also used as a wood preservative..

3D structure

Cartesian coordinates

Geometry of 2,2'-Dinitrobiphenyl in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

2,2'-Dinitrobiphenyl QAFJHDNFUMKVIE-UHFFFAOYSA-N chemical compound 2D structure molecule svg
2,2'-Dinitrobiphenyl

 

Molecule descriptors

 
IUPAC name2,2'-dinitrobiphenyl
InChI codeInChI=1S/C4H8Cl2/c1-3(5)4(2)6/h3-4H,1-2H3
InChI KeyQAFJHDNFUMKVIE-UHFFFAOYSA-N
SMILES[N+](=O)(c1c(c2c([N+](=O)[O-])cccc2)cccc1)[O-]

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 name2,2'-dinitrobiphenyl
Molecular formulaC12H8N2O4
Molecular weight244.203
Melting point (ºC)126
Boiling point (ºC)-
Density (g/cm3)-
Molar refractivity69.52
LogP4.2
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.