{{Chembox | ImageFile = 1,5-hexadienestick.png | ImageSize = | ImageAlt = | PIN = Hexa-1,5-diene | OtherNames = diallyl, biallyl, α,ω-Hexadiene |Section1={{Chembox Identifiers | CASNo = 592-42-7 | PubChem = 11598 | EC_number = 209-754-7 | UNII = 4MTZ4764FI | ChemSpiderID = 11110 | InChI=1S/C6H10/c1-3-5-6-4-2/h3-4H,1-2,5-6H2 | InChIKey = PYGSKMBEVAICCR-UHFFFAOYSA-N | SMILES = C=CCCC=C}} |Section2={{Chembox Properties | C=6|H=10 | MolarMass = | Appearance = colorless liquid | Density = | MeltingPt = | BoilingPtC = 59–60 | Solubility = }} |Section3={{Chembox Hazards | GHSPictograms = {{GHS02}}{{GHS07}}{{GHS08}} | GHSSignalWord = Danger | HPhrases = {{H-phrases|225|302|305|315|319|335|336}} | PPhrases = {{P-phrases|210|233|240|241|242|243|261|264|271|280|301+310|302+352|303+361+353|304+340|305+351+338|312|321|331|332+313|337+313|362|370+378|403+233|403+235|405|501}} | MainHazards = | FlashPt = | AutoignitionPt = }} }} '''1,5-Hexadiene''' is the organic compound with the formula (CH{{sub|2}}){{sub|2}}(CH=CH{{sub|2}}){{sub|2}}. It is a colorless, volatile liquid. It is used as a crosslinking agent and precursor to a variety of other compounds.
==Synthesis== 1,5-Hexadiene is produced commercially by the ethenolysis of 1,5-cyclooctadiene:<ref name=KO>{{cite encyclopedia|title=Metathesis|encyclopedia=Kirk-Othmer Encyclopedia of Chemical Technology|author=Lionel Delaude|author2=Alfred F. Noels|year=2005| doi=10.1002/0471238961.metanoel.a01|place=Weinheim|publisher=Wiley-VCH|isbn=9780471484943 }}</ref> :(CH{{sub|2}}CH=CHCH{{sub|2}}){{sub|2}} + 2 CH{{sub|2}}=CH{{sub|2}} → 2 (CH{{sub|2}}){{sub|2}}CH=CH{{sub|2}} The catalyst is derived from Re{{sub|2}}O{{sub|7}} on alumina.
A laboratory-scale preparation involves reductive coupling of allyl chloride using magnesium:<ref>{{cite journal|title=Biallyl|author=Amos Turk|author2=Henry Chanan|journal=Org. Synth.|year=1947|volume=27|page=7|doi=10.15227/orgsyn.027.0007}}</ref> :{{chem2|2 ClCH2CH\dCH2 + Mg → (CH2CH\dCH2)2 + MgCl2}}
==References== {{Reflist}}
{{DEFAULTSORT:Hexadiene, 1, 5-}} Category:Alkadienes Category:Monomers
{{Hydrocarbons}}