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1-Dodecene

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1-Dodecene
Names
IUPAC name
1-Dodecene
Other names
α-Dodecene; Dodec-1-ene; Dodecene-1; Adacene 12; Dodecylene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.608 Edit this at Wikidata
EC Number
  • 203-968-4
  • InChI=1S/C12H24/c1-3-5-7-9-11-12-10-8-6-4-2/h3H,1,4-12H2,2H3
  • CCCCCCCCCCC=C
Properties
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]
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)
NFPA 704 four-colored diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 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 fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
0
2
0
Flash point 77° C
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).

1-Dodecene is an alkene with the formula C10H21CH=CH2, consisting of a chain of twelve carbon atoms terminating 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

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

  1. ^ http://cameochemicals.noaa.gov/chemical/8597#section4
  2. ^ a b c http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=8183#x27
  3. ^ http://www.chemspider.com/Chemical-Structure.7891.html?rid=7fdae3b1-4195-4136-a364-be7c1b4abd95
  4. ^ Kurt Kosswig,"Surfactants" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, 2005, Weinheim. doi:10.1002/14356007.a25_747
  5. ^ http://www.chemsystems.com/about/cs/news/items/PERP%200607_5_AlphaOlefins.cfm
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