# Enyne

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{{short description|1=Any organic compound containing a C=C and C≡C bond}}
thumb|right|The structure of a conjugated enyne

An '''enyne''' is an [organic compound](/source/organic_compound) containing a {{chem2|C\dC}} [double bond](/source/double_bond) ([alkene](/source/alkene)) and a {{chem2|C\tC}} [triple bond](/source/triple_bond) ([alkyne](/source/alkyne)).<ref>{{cite web|title=Basic IUPAC Organic Nomenclature: Enynes|url=http://www.chem.ucalgary.ca/courses/350/orgnom/alkynes/alkynes-03.html|website=[University of Calgary](/source/University_of_Calgary)|publisher=chem.ucalgary.ca|access-date=18 May 2017}}</ref> It is called a '''conjugated enyne''' when the double and triple bonds are [conjugated](/source/conjugated_system).

The term is a portmanteau of the terms [alk'''en'''e](/source/alkene) and [alk'''yne'''](/source/alkyne).

The simplest enyne is [vinylacetylene](/source/vinylacetylene).<ref>{{Cite journal |last1=Monnier |first1=Florian |last2=Vovard-Le Bray |first2=Chloé |last3=Castillo |first3=Dante |last4=Aubert |first4=Vincent |last5=Dérien |first5=Sylvie |last6=Dixneuf |first6=Pierre H. |last7=Toupet |first7=Loic |last8=Ienco |first8=Andrea |last9=Mealli |first9=Carlo |date=2007-04-13 |title=Selective Ruthenium-Catalyzed Transformations of Enynes with Diazoalkanes into Alkenylbicyclo[3.1.0]hexanes |url=http://dx.doi.org/10.1021/ja0700146 |journal=Journal of the American Chemical Society |volume=129 |issue=18 |pages=6037–6049 |doi=10.1021/ja0700146 |pmid=17429974 |bibcode=2007JAChS.129.6037M |issn=0002-7863|url-access=subscription }}</ref>

Some examples of enynes found in nature are [isanolic acid](/source/isanolic_acid), [exocarpic acid](/source/exocarpic_acid) and [cicutoxin](/source/cicutoxin).

==See also==
*[Enyne metathesis](/source/Enyne_metathesis)
*[Enediyne](/source/Enediyne)
*[Polyyne](/source/Polyyne)

==References==
{{Reflist}}
{{organic-chemistry-stub}}
Category:Chemical nomenclature
Category:Alkenes
Category:Alkynes
Category:Conjugated hydrocarbons

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