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 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:89713;
ChemSpider	7891;
ECHA InfoCard	100.003.608
EC Number	203-968-4;
PubChem CID	8183;
UNII	WYE669F3GR ;
CompTox Dashboard (EPA)	DTXSID5026914 ;
	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.[1]
Density	0.7584 g/cm3 [2]
Melting point	−35.2 °C (−31.4 °F; 238.0 K)[2]
Boiling point	213.8˚C[2]
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 [3]
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.[4]

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.[5][6]

References

"1-DODECENE | CAMEO Chemicals | NOAA".
"1-Dodecene".
"Dodecene | C12H24 | ChemSpider".
Kurt Kosswig,"Surfactants" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, 2005, Weinheim. doi:10.1002/14356007.a25_747
Schmidt, Roland; Griesbaum, Karl; Behr, Arno; Biedenkapp, Dieter; Voges, Heinz-Werner; Garbe, Dorothea; Paetz, Christian; Collin, Gerd; Mayer, Dieter; Höke, Hartmut (2014). "Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry. pp. 1–74. doi:10.1002/14356007.a13_227.pub3. ISBN 9783527306732.
"ChemSystems: Return on Analysis for Investment in the Petrochemical Industry: Markets, Technology, Profitability and Prices". Archived from the original on 2011-08-31. Retrieved 2012-10-19.

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[cameo-1] "1-DODECENE | CAMEO Chemicals | NOAA".

[PubChem-2] "1-Dodecene".

[ChemSpider-3] "Dodecene | C12H24 | ChemSpider".

[Ullmann-4] Kurt Kosswig,"Surfactants" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, 2005, Weinheim. doi:10.1002/14356007.a25_747

[5] Schmidt, Roland; Griesbaum, Karl; Behr, Arno; Biedenkapp, Dieter; Voges, Heinz-Werner; Garbe, Dorothea; Paetz, Christian; Collin, Gerd; Mayer, Dieter; Höke, Hartmut (2014). "Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry. pp. 1–74. doi:10.1002/14356007.a13_227.pub3. ISBN 9783527306732.

[ChemSystems-6] "ChemSystems: Return on Analysis for Investment in the Petrochemical Industry: Markets, Technology, Profitability and Prices". Archived from the original on 2011-08-31. Retrieved 2012-10-19.