Misplaced Pages

Decene

Article snapshot taken from[REDACTED] with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Organic compound (C10H20) 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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.011.654 Edit this at Wikidata
EC Number
  • 212-819-2
PubChem CID
RTECS number
  • HE2071401
UNII
UN number 3295, 1993
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H20/c1-3-5-7-9-10-8-6-4-2/h3H,1,4-10H2,2H3Key: AFFLGGQVNFXPEV-UHFFFAOYSA-N
  • InChI=1/C10H20/c1-3-5-7-9-10-8-6-4-2/h3H,1,4-10H2,2H3Key: AFFLGGQVNFXPEV-UHFFFAOYAO
SMILES
  • CCCCCCCCC=C
Properties
Chemical formula C10H20
Molar mass 140.270 g·mol
Density 0.74 g/cm
Melting point −66.3 °C (−87.3 °F; 206.8 K)
Boiling point 172 °C (342 °F; 445 K)
Hazards
GHS labelling:
Pictograms GHS02: FlammableGHS08: Health hazardGHS09: Environmental hazard
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 , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

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.

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.

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

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 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)
Alkenes
Alkenes
Preparations
Reactions
Binary compounds of hydrogen
Alkali metal
(Group 1) hydrides
Alkaline (Group 2)
earth hydrides
Monohydrides
Dihydrides
Group 13
hydrides
Boranes
Alanes
Gallanes
Indiganes
Thallanes
Nihonanes (predicted)
  • NhH
  • NhH3
  • Nh2H6
  • NhH5
Group 14 hydrides
Hydrocarbons
Silanes
Silenes
Silynes
Germanes
Stannanes
Plumbanes
Flerovanes (predicted)
  • FlH
  • FlH2
  • FlH4
Pnictogen
(Group 15) hydrides
Azanes
Azenes
Phosphanes
Phosphenes
Arsanes
Stibanes
Bismuthanes
Moscovanes
Hydrogen
chalcogenides
(Group 16 hydrides)
Polyoxidanes
  • H2O
  • H2O2
  • H2O3
  • H2O4
  • H2O5
  • more...
  • Polysulfanes
    Selanes
    Tellanes
    Polanes
    Livermoranes
    Hydrogen halides
    (Group 17 hydrides)
  • HF
  • HCl
  • HBr
  • HI
  • HAt
  • HTs (predicted)
  • Transition
    metal hydrides
    Lanthanide hydrides
    Actinide hydrides
    Exotic matter hydrides
    Category:
    Decene Add topic