Decene

Not to be confused with Decane or 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/cm^3[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

Decene /dɛkiːn/ is an organic compound with the chemical formula C₁₀H₂₀. 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]

${\displaystyle {\overset {\text{methyl oleate}}{{\ce {CH3(CH2)7CH=CH(CH2)7CO2Me}}}}+{\color {red}{\ce {CH2=CH2}}}\longrightarrow {\overset {\text{1-decene}}{{\ce {CH3(CH2)7CH=}}{\color {red}{\ce {CH2}}}}}+{\overset {\text{9-decenoate}}{{\ce {MeO2C(CH2)7CH=}}{\color {red}{\ce {CH2}}}}}}$

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

References

1. Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
2. http://www.ineosoligomers.com/media/files/lao/LAO%20C10%20Data%20Sheet.pdf 1-Decene (Alpha Olefin C10)], ineosoligomers.com
3. Alfa Olefins Archived 2017-05-17 at the Wayback Machine, 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.

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)