Decene

Decene /dɛkɛn/ is an alkene with the formula C
10H
20. Decene contains a chain of ten carbon atoms with one double bond. 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]

Dec-1-ene
Names
Preferred IUPAC name
Dec-1-ene
Other names
Alpha Olefin C10; Decylene; α-Decene; 1-decene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.011.654
EC Number
  • 212-819-2
RTECS number
  • HE2071401
UNII
UN number 3295, 1993
Properties
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 pictograms
GHS Signal word Danger
H226, H304, H400, H410
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

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]

CH
3(CH
2)
7CH=CH(CH
2)
7CO
2Me + CH2=CH2 → CH3(CH2)7CH=CH2 + MeO2C(CH2)7CH=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.
  • 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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