Decene

Decene
Names
	Preferred IUPAC name Dec-1-ene
	Other names Alpha Olefin C10; Decylene; α-Decene; 1-decene
Identifiers
CAS Number	872-05-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:87315;
ChEMBL	ChEMBL3187990;
ChemSpider	12809 ;
EC Number	212-819-2;
PubChem CID	13381;
RTECS number	HE2071401;
UNII	7O4U4C718P ;
UN number	3295, 1993
	InChI InChI=1S/C10H20/c1-3-5-7-9-10-8-6-4-2/h3H,1,4-10H2,2H3 Key: AFFLGGQVNFXPEV-UHFFFAOYSA-N ; 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
Melting point	−66.3 °C (−87.3 °F; 206.8 K)
Boiling point	172 °C (342 °F; 445 K)
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H226, H304, H410
GHS precautionary statements	P210, P233, P240, P241, P242, P243, P273, P280, P301+310, P303+361+353, P331, P370+378, P391, P403+235, 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).
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	Infobox references

Short description: Organic compound (C10H20)

Decene /dɛkiːn/ is an organic compound with the chemical formula C
10H
20. Decene contains a chain of ten carbon atoms with one double bond, making it an alkene. There are many isomers 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, it is used as a comonomer in copolymers and is an intermediate in the production of epoxides, amines, oxo alcohols, synthetic lubricants, synthetic fatty acids and alkylated aromatics.^[2]

The industrial processes used in the production of dec-1-ene are oligomerization of ethylene by the Ziegler process or by the cracking of petrochemical waxes.^[3]

In ethenolysis, methyl oleate, the methyl ester of oleic acid, converts to 1-decene and methyl 9-decenoate:^[4]

\overset{methyl oleate}{C H_{3} (C H_{2})_{7} C H = C H (C H_{2})_{7} C O_{2} M e} + C H_{2} = C H_{2} ⟶ \overset{1-decene}{C H_{3} (C H_{2})_{7} C H = C H_{2}} + \overset{9-decenoate}{M e O_{2} C (C H_{2})_{7} C H = C H_{2}}

Dec-1-ene has been isolated from the leaves and rhizome of the plant Farfugium japonicum and has been detected as the initial product in the microbial degradation of n-decane.

References

↑ ^1.0 ^1.1 ^1.2 Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
↑ http://www.ineosoligomers.com/media/files/lao/LAO%20C10%20Data%20Sheet.pdf 1-Decene (Alpha Olefin C10)], ineosoligomers.com
↑ Alfa Olefins , SIDS Initial Assessment Report
↑ 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. doi:10.1021/ja904786y. PMID 19618951.

External links

Entry C872059 in Linstrom, Peter J.; Mallard, William G. (eds.); NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD), http://webbook.nist.gov

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Original source: https://en.wikipedia.org/wiki/Decene. Read more

[GESTIS-1] 1.0 ^1.1 ^1.2 Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health

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

[3] Alfa Olefins , SIDS Initial Assessment Report

[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. doi:10.1021/ja904786y. PMID 19618951.

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v t e Alkenes
Alkenes	Ethene ( C₂H₄ ) Propene ( C₃H₆ ) Butene ( C₄H₈ ) Pentene ( C₅H₁₀ ) Hexene ( C₆H₁₂ ) Heptene ( C₇H₁₄ ) Octene ( C₈H₁₆ ) Nonene ( C₉H₁₈ ) Decene ( C₁₀H₂₀ )
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

Decene

Topic: Chemistry

References

External links