Benzyl Cyanide

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

What is the Benzyl Cyanide?

The molecule Benzyl Cyanide presents a molecular formula of C8H7N and its IUPAC name is benzyl cyanide.

Benzyl cyanide is a molecule with the chemical formula C6H5CH2CN. It is a colourless liquid with a faint almond-like odour. Benzyl cyanide is used as a starting material in the manufacture of azo dyes and pigments. It is also used as an insecticide and as a fumigant..

Benzyl cyanide is produced by the action of cyanide on benzyl chloride in the presence of a catalyst such as copper cyanide..

The molecule of benzyl cyanide consists of a benzene ring substituted with a methyl group and a cyanide group. The carbon atom in the cyanide group is bonded to the carbon atom in the benzene ring via a triple bond. This triple bond is very strong and makes the molecule very stable..

The boiling point of benzyl cyanide is 205°C and the melting point is -15°C. The molecule is soluble in water and insoluble in most organic solvents..

Benzyl cyanide is a dangerous poison. Symptoms of benzyl cyanide poisoning include headache, nausea, vomiting, dizziness, convulsions and respiratory failure. Death may occur within minutes of exposure to high concentrations of the vapour..

3D structure

Cartesian coordinates

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

2D drawing

 

Benzyl Cyanide SUSQOBVLVYHIEX-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Benzyl Cyanide

 

Molecule descriptors

 
IUPAC namebenzyl cyanide
InChI codeInChI=1S/C14H18O6/c1-17-7-9-19-13(15)11-5-3-4-6-12(11)14(16)20-10-8-18-2/h3-6H,7-10H2,1-2H3
InChI KeySUSQOBVLVYHIEX-UHFFFAOYSA-N
SMILESN#CCc1ccccc1

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 namebenzyl cyanide
Molecular formulaC8H7N
Molecular weight117.148
Melting point (ºC)-24
Boiling point (ºC)234
Density (g/cm3)0.972
Molar refractivity35.96
LogP1.8
Topological polar surface area71.1

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.