1-Dodecene

1-Dodecene

File:1-dodecene.svg
File:Molecular Model of Dodecene 2.jpg
Names
Preferred IUPAC name Dodec-1-ene
Other names 1-Dodecene α-Dodecene Dodecene-1 Adacene 12 Dodecylene
Identifiers
CAS Number	112-41-4 checkY
3D model (JSmol)	Interactive image
ChEBI	CHEBI:89713
ChemSpider	7891
ECHA InfoCard
EC Number	203-968-4
E number
PubChem CID	8183
UNII	WYE669F3GR checkY
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI InChI=1S/C12H24/c1-3-5-7-9-11-12-10-8-6-4-2/h3H,1,4-12H2,2H3
SMILES CCCCCCCCCCC=C
Properties
Chemical formula	C12H24
Molar mass	168.324 g·mol−1
Appearance	colorless liquid with a mild, pleasant odor.
Density	0.7584 g/cm3
Melting point	−35.2 °C (−31.4 °F; 238.0 K)
Boiling point	213.8˚C
Solubility in water	Insoluble
Solubility	Soluble in ethanol, ethyl ether, and acetone
Vapor pressure	0.0159 mm Hg at 25 °C
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Irritates skin and eyes, harmful if swallowed, wear safety glasses and have adequate ventilation
NFPA 704 (fire diamond)	0 2 0
Flash point	77 °C (171 °F; 350 K)
Related compounds
Related Alkenes	Octene Nonene Undecene Dodecene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox 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.