1-Hexadecene

Last updated
1-Hexadecene
1-Hexadecene Structural Formula V1.svg
Names
Preferred IUPAC name
Hexadec-1-ene
Other names
1-Hexadecene; Cetene; 1-Cetene; Hexadecylene-1
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.010.097 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 211-105-8
PubChem CID
UNII
  • InChI=1S/C16H32/c1-3-5-7-9-11-13-15-16-14-12-10-8-6-4-2/h3H,1,4-16H2,2H3
    Key: GQEZCXVZFLOKMC-UHFFFAOYSA-N
  • CCCCCCCCCCCCCCC=C
Properties
C16H32
Molar mass 224.432 g·mol−1
AppearanceColorless liquid
Density 0.781 g/cm3
Melting point 4 °C (39 °F; 277 K)
Boiling point 285 °C (545 °F; 558 K)
Hazards
Flash point 132 °C (270 °F; 405 K) [1] [2]
240 °C (464 °F; 513 K) [1] [2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1-Hexadecene, also known as 1-cetene, is a long-chain hydrocarbon and an alkene with the molecular formula CH2=CH(CH2)13CH3. It is one of many isomers of hexadecene. Classified as an alpha-olefin, 1-hexadecene is a colorless liquid. [3] [4] [5]

Uses

1-Hexadecene is used as a surfactant in lubricating fluid, a drilling fluid in the boring and drilling industry, and in paper sizing. [2] It is used to functionalize hydrogen-terminated silicon surfaces by hydrosilation. [6]

However, the high reactivity of 1-hexadecene means that exposure to air could cause oxidation of its surface layer, forming unwanted impurities. It is stored with the use of tank blanketing, and handled in a dry, inert atmosphere. [4]

References

  1. 1 2 "1-Hexadecene for synthesis. CAS 629-73-2, chemical formula CH
    3
    (CH
    2
    )
    13
    CH
    =CH
    2
    "
    . merckmillipore.com. Retrieved 2021-02-14.
  2. 1 2 3 "AlphaPlus 1-Hexadecene Safety Data Sheet" (PDF). Archived from the original (PDF) on 2019-09-24.
  3. Griesbaum, Karl; Behr, Arno; Biedenkapp, Dieter; Voges, Heinz-Werner; Garbe, Dorothea; Paetz, Christian; Collin, Gerd; Mayer, Dieter; Höke, Hartmut (2000). "Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry . Weinheim: Wiley-VCH. doi:10.1002/14356007.a13_227. ISBN   3527306730.
  4. 1 2 "1-Hexacedene (Alpha Olefin C16)". Archived from the original on 2017-08-25. Retrieved 2017-07-07.
  5. "1-HEXADECENE (ALPHA-OLEFIN C16)". chemicalland21.com. Retrieved 2021-02-14.
  6. Sieval, A. B.; Demirel, A. L.; Nissink, J. W. M.; Linford, M. R.; Van Der Maas, J. H.; De Jeu, W. H.; Zuilhof, H.; Sudhölter, E. J. R. (1998). "Highly Stable Si−C Linked Functionalized Monolayers on the Silicon (100) Surface". Langmuir. 14 (7): 1759–1768. doi:10.1021/la971139z.