
Cyclooctene is the
cycloalkene with a formula . Its molecule has a ring of 8
carbon atoms, connected by seven
single bond
In chemistry, a single bond is a chemical bond between two atoms involving two valence electrons. That is, the atoms share one pair of electrons where the bond forms. Therefore, a single bond is a type of covalent bond. When shared, each of th ...
s and one
double bond.
Cyclooctene is notable because it is the smallest cycloalkene that can exist stably as either the
''cis'' or ''trans'' stereoisomer, with
''cis''-cyclooctene being the most common. Theoretical analysis implies a total of 16
conformational and
configurational isomers, all chiral, forming 8
enantiomeric
In chemistry, an enantiomer ( /ɪˈnænti.əmər, ɛ-, -oʊ-/ ''ih-NAN-tee-ə-mər''; from Ancient Greek ἐνάντιος ''(enántios)'' 'opposite', and μέρος ''(méros)'' 'part') – also called optical isomer, antipode, or optical ant ...
pairs.
[ The ''cis'' isomer can adopt various conformations, the most stable one being shaped like a ribbon.] The most stable conformation of ''trans''-cyclooctene is shaped like the 8-carbon equivalent of the chair conformation of cyclohexane
Cyclohexane is a cycloalkane with the molecular formula . Cyclohexane is non-polar. Cyclohexane is a colorless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Cyclohexan ...
.
Longer cycloalkene rings such as the ten-carbon cyclodecene
Cyclodecene is a cycloalkene with a ten-membered ring, with two possible geometric isomers, denoted ''cis''-cyclodecene and ''trans''-cyclodecene, or (''Z'')-cyclodecene and (''E'')-cyclodecene.
References
Cycloalkenes
Ten-membered rin ...
also occur as ''cis'' and ''trans'' isomers.
References
External links
*{{Commonscatinline
Cycloalkenes
Eight-membered rings