2-Nitrobenzyl Alcohol

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

What is the 2-Nitrobenzyl Alcohol?

The molecule 2-Nitrobenzyl Alcohol presents a molecular formula of C7H7NO3 and its IUPAC name is 2-nitrobenzyl alcohol.

2-Nitrobenzyl alcohol is a molecule with the chemical formula C6H5NO2. It is a white solid that is insoluble in water. It is used as a reagent in organic synthesis and as a pharmaceutical intermediate..

2-Nitrobenzyl alcohol is produced by the nitration of benzyl alcohol. The reaction is conducted in an acidic medium, such as sulfuric acid, and results in the formation of nitrobenzene and water. The nitrobenzene is then reduced to 2-nitrobenzyl alcohol using a reducing agent such as zinc dust..

2-Nitrobenzyl alcohol is a versatile reagent that is used in a variety of organic synthesis reactions. It can be used as a nucleophile in substitution reactions and as a electrophile in addition reactions. It is also used as a protecting group for amines and phenols..

2-Nitrobenzyl alcohol is used as a pharmaceutical intermediate in the synthesis of a number of drugs, including the antimalarial drug artemisinin. It is also used in the synthesis of a variety of other organic compounds..

3D structure

Cartesian coordinates

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

2D drawing


2-Nitrobenzyl Alcohol BWRBVBFLFQKBPT-UHFFFAOYSA-N chemical compound 2D structure molecule svg
2-Nitrobenzyl Alcohol


Molecule descriptors

IUPAC name2-nitrobenzyl alcohol
InChI codeInChI=1S/C8H9NO3/c10-6-5-7-3-1-2-4-8(7)9(11)12/h1-4,10H,5-6H2

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-nitrobenzyl alcohol
Molecular formulaC7H7NO3
Molecular weight153.135
Melting point (ºC)72
Boiling point (ºC)270
Density (g/cm3)-
Molar refractivity41.39
Topological polar surface area66.1

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.