3,5-Dinitrobenzamide

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 3,5-Dinitrobenzamide are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the 3,5-Dinitrobenzamide?

The molecule 3,5-Dinitrobenzamide presents a molecular formula of C7H5N3O5 and its IUPAC name is 3,5-dinitrobenzamide.

3,5-Dinitrobenzamide (DNB) is a molecule with the chemical formula C6H3N2O4. It is a white solid that is insoluble in water..

DNB is used as a reagent in the synthesis of organic compounds. It is also used as an insecticide and as a herbicide..

DNB is a member of the class of compounds known as nitrobenzamides. These compounds contain the nitrobenzamide functional group, which consists of a benzene ring substituted with a nitro group and an amide group..

DNB is produced by the reaction of benzene with nitric acid and ammonia..

DNB is toxic to humans and animals. Ingestion of DNB can cause vomiting, diarrhea, and abdominal pain. Inhalation of DNB can cause coughing, wheezing, and difficulty breathing. Skin contact with DNB can cause irritation and burns..

3D structure

Cartesian coordinates

Geometry of 3,5-Dinitrobenzamide in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

3,5-Dinitrobenzamide UUKWKUSGGZNXGA-UHFFFAOYSA-N chemical compound 2D structure molecule svg
3,5-Dinitrobenzamide

 

Molecule descriptors

 
IUPAC name3,5-dinitrobenzamide
InChI codeInChI=1S/C9H9NO2/c1-7(12)10-9-4-2-8(6-11)3-5-9/h2-6H,1H3,(H,10,12)
InChI KeyUUKWKUSGGZNXGA-UHFFFAOYSA-N
SMILES[N+](=O)(c1cc([N+](=O)[O-])cc(C(=O)N)c1)[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 name3,5-dinitrobenzamide
Molecular formulaC7H5N3O5
Molecular weight211.132
Melting point (ºC)185
Boiling point (ºC)-
Density (g/cm3)-
Molar refractivity52.18
LogP2.3
Topological polar surface area46.2

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.