cis-Cyclooctene[1]
IUPAC name	(Z)-Cyclooctene
Other names	cis-Cyclooctene
Identifiers
CAS number	[931-87-3]
PubChem	638079
SMILES	C1CCCC=CCC1
Properties
Molecular formula	C8H14
Molar mass	110. IUPAC Nomenclature is a system of naming Chemical compounds and of describing the science of Chemistry in general CAS registry numbers are unique numerical identifiers for Chemical compounds Polymers biological sequences mixtures and Alloys They are also referred to PubChem is a Database of chemical Molecules The system is maintained by the National Center for Biotechnology Information (NCBI a component A chemical formula is a way of expressing information about the Atoms that constitute a particular Chemical compound, and how the relationship between those atoms changes Molar mass, symbol M, is the Mass of one mole of a substance ( Chemical element or Chemical compound) 19676
Density	0. The density of a material is defined as its Mass per unit Volume: \rho = \frac{m}{V} Different materials usually have different 846 g/mL
Melting point	-16 °C
Boiling point	145-146 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Cyclooctene is a cycloalkene with an eight-membered ring. The melting point of a solid is the temperature range at which it changes state from solid to Liquid. The boiling point of a liquid is the temperature at which the Vapor pressure of the liquid equals the environmental pressure surrounding the liquid In Chemistry, the standard state of a material is its state at 1 bar (100 Kilopascals exactly A cycloalkene or cycloolefin is a type of Alkene Hydrocarbon which contains a closed ring of Carbon Atoms but has no aromatic It can exist as either the cis- or trans-isomer with the cis-isomer normally being the predominant configuration. Trans-2-butenesvg|right|thumb|Trans-2-butene]] In Chemistry, cis-trans isomerism or geometric isomerism or configuration isomerism is a form of This article is about the chemical concept For "isomerism" of atomic nuclei see Nuclear isomer. Cyclooctene is a smller cycloalkene in which the trans-isomer is stable at room temperature. Its most stable conformer is shaped like a crown ether with alternating equatorial and axial hydrogens very much like the chair conformation of cyclohexane. In Chemistry, conformational isomerism is a form of Stereoisomerism in which Molecules with the same Structural formula (same connectivity Crown ethers are heterocyclic Chemical compounds that consist of a ring containing several Ether groups Cyclohexane conformation is a much studied topic in Organic chemistry because of the complex interrelationship between the different conformers of Cyclohexane

trans-Cyclooctene was first synthesized on a preparatory scale by Arthur C. Cope from N,N,N-trimethylcyclooctylammonium iodide in a Hofmann elimination. Arthur C Cope (1909-1966 was a highly successful and influential Organic chemist and member of the National Academy of Sciences. Hofmann elimination (also known as exhaustive methylation) is a process where an Amine is reacted to create a tertiary amine and an Alkene by treatment ^[2]

cis-Cyclooctene

trans-Cyclooctene

Other methods exist where the trans isomer is synthesized from the cis isomer in several synthetic steps. A photochemical method exists for this conversion in just one step:

Although the cis-trans equilibrium is unfavorable the reaction can be driven to completion by trapping the trans isomer by complexation with silver ^[3]. Photochemistry, a sub-discipline of Chemistry, is the study of the interactions between Atoms, small Molecules, and light (or Electromagnetic radiation In Chemistry, a chemical trap is a Chemical compound that is used to detect a certain Molecule when the Concentration of this The term complex in Chemistry is usually used to describe molecules or ensembles formed by the combination of Ligands and metal Ions. Silver (ˈsɪlvɚ is a Chemical element with the symbol " Ag " (argentum from the Ancient Greek: ἀργήντος - argēntos gen

References

The Journal of the American Chemical Society (usually abbreviated as J A digital object identifier ( DOI) is a permanent identifier given to an Electronic document.

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