1-Dodecene

1-Dodecene

Names
IUPAC name 1-Dodecene
Other names α-Dodecene; Dodec-1-ene; Dodecene-1; Adacene 12; Dodecylene
Identifiers
CAS Registry Number	112-41-4
ChemSpider	7891
EC number	203-968-4
InChI InChI=1S/C12H24/c1-3-5-7-9-11-12-10-8-6-4-2/h3H,1,4-12H2,2H3
Jmol-3D images	Image
PubChem	8183
SMILES CCCCCCCCCCC=C
Properties
Chemical formula	C12H24
Molar mass	168.319 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
Main hazards	Irritates skin and eyes, harmful if swallowed, wear safety glasses and have adequate ventilation [3]
NFPA 704	1 0 0
Related compounds
Related Alkenes	Octene Nonene Undecene Dodecene
Except where noted otherwise, data is 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 terminating with an 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

The common route of production use a modified Ziegler ethylene chain growth technology.^[5] There are two main parts to this technology; the ethylene chain growth and displacement. Ethylene chain growth occurs catalytically via stepwise addition to each of the three alkyl groups from the catalyst. The displacement occurs after the ethylene chain growth to produce alpha-olefins, which have the double bond on the first carbon.

References