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dodecene

Structure via PubChem · Public domain (PubChem)

EntityQ161620· pop 11· linked from 9 articles

Also known as dodec-1-ene, 1-dodecene

1-Dodecene is an alkene with the formula C10H21CH=CH2, consisting of a chain of twelve carbon atoms ending with a double bond. While there are many isomers of dodecene depending on which carbon the double bond is placed, this isomer is of greater commercial importance. It is classified as an alpha-olefin. Alpha-olefins are distinguished by having a double bond at the primary or alpha (α) position. This location of a double bond enhances the reactivity of the compound and makes it useful for a number of applications, especially for the production of detergents.

Chemical data

Formula
C12H24
Molecular weight
168.32 g/mol
IUPAC name
dodec-1-ene

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
168.188
Show 5 more facts
chemical formula
C₁₂H₂₄
canonical SMILES
CCCCCCCCCCC=C
melting point
-37.0
Commons category
1-Dodecene
boiling point
213.8
Sources (3)

via Wikidata · CC0

~1 min read

Article

2 sections
Contents
  • Production and reactions
  • References

1-Dodecene is an alkene with the formula C10H21CH=CH2, consisting of a chain of twelve carbon atoms ending with a double bond. While there are many isomers of dodecene depending on which carbon the double bond is placed, this isomer is of greater commercial importance. It is classified as an alpha-olefin. Alpha-olefins are distinguished by having a double bond at the primary or alpha (α) position. This location of a double bond enhances the reactivity of the compound and makes it useful for a number of applications, especially for the production of detergents.

==Production and reactions== 1-Dodecene is commercially produced by oligomerization of ethylene via a number of processes. In the Shell Higher Olefin Process (SHOP), a nickel catalyst is employed. In processes developed by Gulf and by Ethyl Corporations, triethylaluminium is the catalyst. Similar to the SHOP method, these processes rely on ethylene insertion into an Al-alkyl bond competitively with beta-hydride elimination to give the alpha-olefin, regenerating an aluminium hydride. Other processes have been developed. Tridecanal is produced by hydroformylation of 1-dodecene.

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