1-Dodecene

1-Dodecene

Names
Preferred IUPAC name Dodec-1-ene
Other names 1-Dodecene α-Dodecene Dodecene-1 Adacene 12 Dodecylene
Identifiers
CAS Number	112-41-4 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:89713
ChemSpider	7891
EC Number	203-968-4
PubChem CID	8183
UNII	WYE669F3GR Y
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)	<imagemap> File:NFPA 704.svg|80px|alt=NFPA 704 four-colored diamond poly 150 150 300 300 150 450 0 300 Health 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chloride poly 300 0 450 150 300 300 150 150 Flammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuel poly 450 150 600 300 450 450 300 300 Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen poly 300 300 450 450 300 600 150 450 Special hazards (white): no code desc none </imagemap> 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.