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| Names | |
|---|---|
| Preferred IUPAC name
Dec-1-ene | |
| Other names
Alpha Olefin C10; Decylene; α-Decene; 1-decene
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.011.654 |
| EC Number |
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PubChem CID
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| RTECS number |
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| UNII | |
| UN number | 3295, 1993 |
CompTox Dashboard (EPA)
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| Properties | |
| C10H20 | |
| Molar mass | 140.270 g·mol−1 |
| Density | 0.74 g/cm3[1] |
| Melting point | −66.3 °C (−87.3 °F; 206.8 K)[1] |
| Boiling point | 172 °C (342 °F; 445 K)[1] |
| Hazards | |
| GHS labelling: | |
  
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| Danger | |
| H226, H304, H410 | |
| P210, P233, P240, P241, P242, P243, P273, P280, P301+P310, P303+P361+P353, P331, P370+P378, P391, P403+P235, P405, P501 | |
| Related compounds | |
Related Alkenes
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Octene Nonene Undecene Dodecene |
Related compounds
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Decane Decanol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Decene /dɛkiːn/ is an organic compound with the chemical formula C10H20. Decene contains a chain of ten carbon atoms with one double bond, making it an alkene. There are many isomers of decene depending on the position and geometry of the double bond. Dec-1-ene is the only isomer of industrial importance. As an alpha olefin, it is used as a comonomer in copolymers and is an intermediate in the production of epoxides, amines, oxo alcohols, synthetic lubricants, synthetic fatty acids and alkylated aromatics.[2]
The industrial processes used in the production of dec-1-ene are oligomerization of ethylene by the Ziegler process or by the cracking of petrochemical waxes.[3]
In ethenolysis, methyl oleate, the methyl ester of oleic acid, converts to 1-decene and methyl 9-decenoate:[4]
![{\displaystyle {\overset {\text{methyl oleate}}{\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{3}}(\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}){\vphantom {A}}_{\smash[{t}]{7}}\mathrm {CH} {=}\mathrm {CH} (\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}){\vphantom {A}}_{\smash[{t}]{7}}\mathrm {CO} {\vphantom {A}}_{\smash[{t}]{2}}\mathrm {Me} }}+{\color {red}{\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}{=}\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}}}\longrightarrow {\overset {\text{1-decene}}{{\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{3}}(\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}){\vphantom {A}}_{\smash[{t}]{7}}\mathrm {CH} {=}}{\color {red}{\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}}}}}+{\overset {\text{9-decenoate}}{{\mathrm {MeO} {\vphantom {A}}_{\smash[{t}]{2}}\mathrm {C} (\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}){\vphantom {A}}_{\smash[{t}]{7}}\mathrm {CH} {=}}{\color {red}{\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}}}}}}](https://wikimedia.org/api/rest_v1/media/math/render/svg/645f3aec54cc8486e9d2b5a64ae2a087be59e140)
Dec-1-ene has been isolated from the leaves and rhizome of the plant Farfugium japonicum and has been detected as the initial product in the microbial degradation of n-decane.
References
[edit]- ^ a b c Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
- ^ http://www.ineosoligomers.com/media/files/lao/LAO%20C10%20Data%20Sheet.pdf 1-Decene (Alpha Olefin C10)], ineosoligomers.com
- ^ Alfa Olefins Archived 2017-05-17 at the Wayback Machine, SIDS Initial Assessment Report
- ^ Marinescu, Smaranda C.; Schrock, Richard R.; Müller, Peter; Hoveyda, Amir H. (2009). "Ethenolysis Reactions Catalyzed by Imido Alkylidene Monoaryloxide Monopyrrolide (MAP) Complexes of Molybdenum". J. Am. Chem. Soc. 131 (31): 10840–10841. Bibcode:2009JAChS.13110840M. doi:10.1021/ja904786y. PMID 19618951.
External links
[edit]- Entry C872059 in Linstrom, Peter J.; Mallard, William G. (eds.); NIST Chemistry WebBook, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg (MD)
