trans-Stilbene

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

What is the trans-Stilbene?

The molecule trans-Stilbene presents a molecular formula of C14H12 and its IUPAC name is trans-stilbene.

Trans-stilbene is a molecule composed of two benzene rings connected by a double bond. The molecule is flat, with the two benzene rings lying in parallel planes. The double bond between the carbon atoms is a "trans" configuration, meaning that the two carbons are on opposite sides of the molecule. Trans-stilbene is a white, crystalline solid with a melting point of 52 degrees Celsius. It is insoluble in water, but soluble in organic solvents such as ethanol and acetone..

The molecule has interesting optical properties. It is a "chiral" molecule, meaning that it is not superimposable on its mirror image. This gives rise to a phenomenon known as "optical activity", where the molecule can rotate the plane of polarized light. The amount of rotation is dependent on the wavelength of light, and trans-stilbene has been used as a "chiral indicator" in chemical experiments..

The molecule is also used in the synthesis of other organic compounds. For example, it can be converted into a "vinylogous" compound, which is used in the manufacture of polymers and plastics..

Trans-stilbene has been the subject of scientific research for many years. Its interesting optical and chemical properties make it a valuable molecule for study..

3D structure

Cartesian coordinates

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

2D drawing

 

trans-Stilbene PJANXHGTPQOBST-VAWYXSNFSA-N chemical compound 2D structure molecule svg
trans-Stilbene

 

Molecule descriptors

 
IUPAC nametrans-stilbene
InChI codeInChI=1S/C19H15Cl/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
InChI KeyPJANXHGTPQOBST-VAWYXSNFSA-N
SMILESC(=C\c1ccccc1)/c1ccccc1

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 nametrans-stilbene
Molecular formulaC14H12
Molecular weight180.245
Melting point (ºC)124
Boiling point (ºC)307
Density (g/cm3)0.970
Molar refractivity61.81
LogP3.9
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.