Cycloheptene

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

What is the Cycloheptene?

The molecule Cycloheptene presents a molecular formula of C₇H₁₂ and its IUPAC name is cycloheptene.

Cycloheptene is a cycloalkene with the molecular formula C7H12. This colourless liquid is insoluble in water but miscible with most organic solvents. It is a common starting material for the synthesis of other organic compounds..

The molecule can be viewed as a seven-membered ring with one double bond. The double bond is located at the 2-3 position on the ring. The molecule has a total of 12 atoms (7 carbons and 5 hydrogens). The molecular weight is 104.17 g/mol..

The boiling point is 155°C and the melting point is -45°C. The density is 0.874 g/cm3..

The structure of cycloheptene is:.

The molecule is symmetrical with respect to the plane of the double bond. This means that it has a plane of symmetry. The molecule also has a point of symmetry. This is because the molecule has a mirror plane that contains the double bond..

The molecule is not planar. This is because the double bond prevents the molecule from being planar..

The molecule is not linear. This is because the double bond prevents the molecule from being linear..

The carbon-carbon bond lengths are all the same. This is because the molecule is a cycloalkene. The bond lengths are all 1.54 Å..

The carbon-hydrogen bond lengths are all the same. This is because the molecule is a saturated hydrocarbon. The bond lengths are all 1.09 Å..

The angle between the carbon atoms is 109.5°. This is because the molecule is a cycloalkene..

The HOMO of cycloheptene is the 2p orbitals of the carbon atoms. The LUMO of cycloheptene is the 2p orbitals of the hydrogen atoms..

The molecule is polar. This is because the dipole moment is not zero. The dipole moment is 1.73 D..

The molecule is not chiral. This is because it does not have a stereocenter..

3D structure

Cartesian coordinates

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

2D drawing

Molecule descriptors

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

• CAS number (Chemical Abstracts Service Registry Number) is a unique identifier is assigned to every chemical compound indexed in the CAS database.
• Beilstein: The Beilstein database is a comprehensive source of information on organic chemistry, including information on chemical structures, properties, and reactions. The Beilstein database assigns unique identifiers which can be used to identify compounds in scientific literature and other sources.
• ChEBI (Chemical Entities of Biological Interest): ChEBI is a database of small chemical molecules that are of interest in the field of biology.
• PubChem CID (Compound Identifier): PubChem is a database of chemical compounds that is maintained by the National Institutes of Health (NIH).
• RTECS number (Registry of Toxic Effects of Chemical Substances): The RTECS is a database of information on the toxic effects of chemicals, including information on their structures and properties.
• ChEMBL (Compound Bioactivity Data): ChEMBL is a database of bioactivity data for small molecules, including information on their properties and structures.
• CompTox Dashboard (Environmental Protection Agency): The CompTox Dashboard is a database of information on the toxicology and environmental effects of chemicals.

Physico-Chemical properties

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (K_ow) data is applied in toxicology and drug research. K_ow 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(K_ow) (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 Ų are required. Thus, molecules with a polar surface area greater than 140 Ų tend to be poorly permeable to cell membranes.