Cyclohexylbenzene

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

What is the Cyclohexylbenzene?

The molecule Cyclohexylbenzene presents a molecular formula of C12H16 and its IUPAC name is cyclohexylbenzene.

Cyclohexylbenzene is an organic compound with the chemical formula C6H5CH2C6H5. It is a colourless liquid with a characteristic odor. It is insoluble in water but soluble in most organic solvents..

Cyclohexylbenzene is used as a solvent and as a starting material for the synthesis of other organic compounds..

The molecule consists of a benzene ring with a cyclohexyl group attached to one of the carbon atoms. The cyclohexyl group is a six-membered ring of carbon atoms with a hydrogen atom attached to each carbon atom..

The cyclohexylbenzene molecule is non-polar because the distribution of electrons is symmetrical. The molecule has no dipole moment and is not attracted to either a positive or negative charge..

The boiling point of cyclohexylbenzene is 155°C and the melting point is -25°C. The molecule is flammable and has a characteristic odor..

Cyclohexylbenzene is used as a solvent for organic compounds and as a starting material for the synthesis of other organic compounds..

3D structure

Cartesian coordinates

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

2D drawing

 

Cyclohexylbenzene IGARGHRYKHJQSM-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Cyclohexylbenzene

 

Molecule descriptors

 
IUPAC namecyclohexylbenzene
InChI codeInChI=1S/C3H7N/c4-3-1-2-3/h3H,1-2,4H2
InChI KeyIGARGHRYKHJQSM-UHFFFAOYSA-N
SMILESc1(C2CCCCC2)ccccc1

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 namecyclohexylbenzene
Molecular formulaC12H16
Molecular weight160.255
Melting point (ºC)5
Boiling point (ºC)239
Density (g/cm3)0.950
Molar refractivity53.33
LogP3.7
Topological polar surface area26.0

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.