# Decene

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Organic compound (C10H20)

Not to be confused with [Decane](/source/Decane) or [Decyne](/source/Decyne).

Decene Names Preferred IUPAC name Dec-1-ene Other names Alpha Olefin C10; Decylene; α-Decene; 1-decene Identifiers CAS Number 872-05-9 Y 3D model (JSmol) Interactive image ChEBI CHEBI:87315 ChEMBL ChEMBL3187990 ChemSpider 12809 Y ECHA InfoCard 100.011.654 EC Number 212-819-2 PubChem CID 13381 RTECS number HE2071401 UNII 7O4U4C718P Y UN number 3295, 1993 CompTox Dashboard (EPA) DTXSID8027329 InChI InChI=1S/C10H20/c1-3-5-7-9-10-8-6-4-2/h3H,1,4-10H2,2H3 Y Key: AFFLGGQVNFXPEV-UHFFFAOYSA-N Y InChI=1/C10H20/c1-3-5-7-9-10-8-6-4-2/h3H,1,4-10H2,2H3 Key: AFFLGGQVNFXPEV-UHFFFAOYAO SMILES CCCCCCCCC=C Properties Chemical formula C10H20 Molar mass 140.270 g·mol−1 Density 0.74 g/cm3[1] Melting point −66.3 °C (−87.3 °F; 206.8 K)[1] Boiling point 172 °C (342 °F; 445 K)[1] Hazards GHS labelling: Pictograms Signal word Danger Hazard statements H226, H304, H410 Precautionary statements P210, P233, P240, P241, P242, P243, P273, P280, P301+P310, P303+P361+P353, P331, P370+P378, P391, P403+P235, P405, P501 Related compounds Related Alkenes Octene Nonene Undecene Dodecene Related compounds Decane Decanol Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Chemical compound

**Decene** [/dɛkiːn/](https://en.wikipedia.org/wiki/Help:IPA/English) is an [organic compound](/source/Organic_compound) with the [chemical formula](/source/Chemical_formula) C10H20. Decene contains a [chain](/source/Catenation) of ten [carbon](/source/Carbon) atoms with one [double bond](/source/Double_bond), making it an [alkene](/source/Alkene). There are many [isomers](/source/Isomer) of decene depending on the position and geometry of the double bond. Dec-1-ene is the only isomer of industrial importance. As an [alpha olefin](/source/Alpha_olefin), it is used as a [comonomer](/source/Comonomer) in [copolymers](/source/Copolymers) and is an intermediate in the production of [epoxides](/source/Epoxide), [amines](/source/Amine), [oxo alcohols](/source/Oxo_alcohol), synthetic lubricants, synthetic [fatty acids](/source/Fatty_acid) and alkylated [aromatics](/source/Aromatic).[2]

The industrial processes used in the production of dec-1-ene are [oligomerization](/source/Oligomerization) of [ethylene](/source/Ethylene) by the [Ziegler process](/source/Ziegler_process) or by the [cracking](/source/Fluid_catalytic_cracking) of petrochemical waxes.[3]

In [ethenolysis](/source/Ethenolysis), **methyl oleate**, the *methyl ester* of [oleic acid](/source/Oleic_acid), converts to [1-decene](/source/1-decene) and methyl 9-[decenoate](/source/Decenoic_acid):[4]

- - CH 3 ( CH 2 ) 7 CH = CH ( CH 2 ) 7 CO 2 Me methyl oleate + CH 2 = CH 2 ⟶ CH 3 ( CH 2 ) 7 CH = CH 2 1-decene + MeO 2 C ( CH 2 ) 7 CH = CH 2 9-decenoate {\displaystyle {\overset {\text{methyl oleate}}{{\ce {CH3(CH2)7CH=CH(CH2)7CO2Me}}}}+{\color {red}{\ce {CH2=CH2}}}\longrightarrow {\overset {\text{1-decene}}{{\ce {CH3(CH2)7CH=}}{\color {red}{\ce {CH2}}}}}+{\overset {\text{9-decenoate}}{{\ce {MeO2C(CH2)7CH=}}{\color {red}{\ce {CH2}}}}}}

Dec-1-ene has been isolated from the leaves and [rhizome](/source/Rhizome) of the plant *[Farfugium japonicum](/source/Farfugium_japonicum)* and has been detected as the initial product in the microbial degradation of *n*-[decane](/source/Decane).

## References

1. ^ [***a***](#cite_ref-GESTIS_1-0) [***b***](#cite_ref-GESTIS_1-1) [***c***](#cite_ref-GESTIS_1-2) [Record](https://gestis.dguv.de/data?name=493774&lang=en) in the [GESTIS Substance Database](/source/GESTIS_Substance_Database) of the [Institute for Occupational Safety and Health](/source/Institute_for_Occupational_Safety_and_Health_of_the_German_Social_Accident_Insurance)

1. **[^](#cite_ref-2)** [http://www.ineosoligomers.com/media/files/lao/LAO%20C10%20Data%20Sheet.pdf](http://www.ineosoligomers.com/media/files/lao/LAO%20C10%20Data%20Sheet.pdf) 1-Decene (Alpha Olefin C10)], ineosoligomers.com

1. **[^](#cite_ref-3)** [Alfa Olefins](http://www.inchem.org/documents/sids/sids/AOalfaolefins.pdf) [Archived](https://web.archive.org/web/20170517120901/http://www.inchem.org/documents/sids/sids/AOalfaolefins.pdf) 2017-05-17 at the [Wayback Machine](/source/Wayback_Machine), SIDS Initial Assessment Report

1. **[^](#cite_ref-4)** Marinescu, Smaranda C.; Schrock, Richard R.; Müller, Peter; Hoveyda, Amir H. (2009). "Ethenolysis Reactions Catalyzed by Imido Alkylidene Monoaryloxide Monopyrrolide (MAP) Complexes of Molybdenum". *J. Am. Chem. Soc*. **131** (31): 10840–10841. [Bibcode](/source/Bibcode_(identifier)):[2009JAChS.13110840M](https://ui.adsabs.harvard.edu/abs/2009JAChS.13110840M). [doi](/source/Doi_(identifier)):[10.1021/ja904786y](https://doi.org/10.1021%2Fja904786y). [PMID](/source/PMID_(identifier)) [19618951](https://pubmed.ncbi.nlm.nih.gov/19618951).

## External links

- [Entry C872059](https://webbook.nist.gov/cgi/cbook.cgi?ID=C872059) in Linstrom, Peter J.; Mallard, William G. (eds.); *[NIST Chemistry WebBook](https://webbook.nist.gov), NIST Standard Reference Database Number 69*, National Institute of Standards and Technology, Gaithersburg (MD)

v t e Alkenes Alkenes Ethene (C2H4) Propene (C3H6) Butene (C4H8) Pentene (C5H10) Hexene (C6H12) Heptene (C7H14) Octene (C8H16) Nonene (C9H18) Decene (C10H20) Polyenes Preparations Dehydrohalogenation from haloalkane Dehydration reaction from alcohol Semihydrogenation from alkyne Bamford–Stevens reaction Barton–Kellogg reaction Boord olefin synthesis Chugaev elimination Cope reaction Corey–Winter olefin synthesis Grieco elimination Hofmann elimination Horner–Wadsworth–Emmons reaction Hydrazone iodination Julia olefination Kauffmann olefination McMurry reaction Peterson olefination Ramberg–Bäcklund reaction Shapiro reaction Takai olefination Wittig reaction Olefin metathesis Ene reaction Cope rearrangement Reactions Hydrogenation Halogenation Hydration Electrophilic addition Oxymercuration reaction Hydroboration Cyclopropanation Epoxidation Dihydroxylation Ozonolysis Hydrohalogenation Polymerization Diels–Alder reaction Wacker process Dehydrogenation Ene reaction Friedel-Crafts Alkylation

v t e Binary compounds of hydrogen Alkali metal (Group 1) hydrides LiH NaH KH RbH CsH Alkaline (Group 2) earth hydrides Monohydrides BeH MgH CaH SrH BaH Dihydrides BeH2 MgH2 CaH2 SrH2 BaH2 Group 13 hydrides Boranes BH3 BH B2H6 B2H2 B2H4 B4H10 B5H9 B5H11 B6H10 B6H12 B10H14 B18H22 Alanes AlH3 Al2H6 Gallanes GaH3 Ga2H6 Indiganes InH3 In2H6 Thallanes TlH3 Tl2H6 Nihonanes (predicted) NhH NhH3 Nh2H6 NhH5 Group 14 hydrides Hydrocarbons alkanes alkenes alkynes Cycloalkanes Cycloalkenes Cycloalkynes Annulenes CH CH2 CH3 C2H Silanes SiH4 Si2H6 Si3H8 Si4H10 Si5H12 Si6H14 Si7H16 Si8H18 Si9H20 Si10H22 more... Silenes Si2H4 Silynes Si2H2 SiH Germanes GeH4 Ge2H6 Ge3H8 Ge4H10 Ge5H12 Stannanes SnH4 Sn2H6 Plumbanes PbH4 Flerovanes (predicted) FlH FlH2 FlH4 Pnictogen (Group 15) hydrides Azanes NH3 N2H4 N3H5 N4H6 N5H7 N6H8 N7H9 N8H10 N9H11 N10H12 more... Azenes N2H2 N3H3 N4H4 Phosphanes PH3 P2H4 P3H5 P4H6 P5H7 P6H8 P7H9 P8H10 P9H11 P10H12 more... Phosphenes P2H2 P3H3 P4H4 Arsanes AsH3 As2H4 Stibanes SbH3 Bismuthanes BiH3 Moscovanes McH3 (predicted) HN3 NH HN5 (hypothetical) NH5 (hypothetical) Hydrogen chalcogenides (Group 16 hydrides) Polyoxidanes H2O H2O2 H2O3 H2O4 H2O5 more... Polysulfanes H2S H2S2 H2S3 H2S4 H2S5 H2S6 H2S7 H2S8 H2S9 H2S10 more... Selanes H2Se H2Se2 Tellanes H2Te H2Te2 Polanes PoH2 Livermoranes LvH2 (predicted) HO HO2 HO3 H2O+–O– (hypothetical) H2S+-S- HS HS2 HDO D2O T2O Hydrogen halides (Group 17 hydrides) HF HCl HBr HI HAt HTs (predicted) Transition metal hydrides ScH2 YH2 YH3 YH6 YH9 LuH2 LuH3 LrH3 (predicted) TiH2 TiH4 ZrH2 ZrH4 HfH2 HfH4 VH VH2 NbH NbH2 TaH TaH2 CrH CrH2 CrHx FeH FeH2 FeH5 CoH2 RhH2 IrH3 NiH PdHx (x < 1) PtHx (x< 1) DsH2 (predicted) CuH AgH AuH RgH (predicted) ZnH2 CdH2 HgH Hg2H2 HgH2 CnH2 (predicted) Lanthanide hydrides LaH2 LaH3 LaH10 CeH2 CeH3 PrH2 PrH3 NdH2 NdH3 SmH2 SmH3 EuH2 GdH2 GdH3 TbH2 TbH3 DyH2 DyH3 HoH2 HoH3 ErH2 ErH3 TmH2 TmH3 YbH2 Actinide hydrides AcH2 ThH2 ThH4 Th4H15 PaH3 UH3 UH4 NpH2 NpH3 PuH2 PuH3 AmH2 AmH3 CmH2 BkH2 BkH3 CfH2 CfH3 Exotic matter hydrides PsH

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Adapted from the Wikipedia article [Decene](https://en.wikipedia.org/wiki/Decene) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Decene?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.