1-Octadecene: Difference between revisions

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 {{Chembox
+| Watchedfields = changed
-| verifiedrevid = 444031086
+| verifiedrevid = 444032521
 | Name = 1-Octadecene
 | ImageFile = 1-Octadecene.svg
-| ImageSize = 200px
+| ImageSize =
+| ImageFile2 = Sample of 1-octadecene.jpg
-| IUPACName = Octadec-1-ene
+| PIN = Octadec-1-ene
 | OtherNames = alpha-Octadecene; Octadecylene; alpha-Olefin C18; ''n''-1-Octadecene
-| Section1 = {{Chembox Identifiers
+|Section1={{Chembox Identifiers
-|  InChI = 1S/C18H36/c1-3-5-7-9-11-13-15-17-18-16-14-12-10-8-6-4-2/h3H,1,4-18H2,2H3
+| InChI = 1S/C18H36/c1-3-5-7-9-11-13-15-17-18-16-14-12-10-8-6-4-2/h3H,1,4-18H2,2H3
 | InChIKey1 = CCCMONHAUSKTEQ-UHFFFAOYSA-N
 | CASNo = 112-88-9
-|   CASNo_Ref = {{cascite|correct|CAS}}
+| CASNo_Ref = {{cascite|correct|CAS}}
+| UNII_Ref = {{fdacite|correct|FDA}}
-|  PubChem = 8217
+| UNII = H5ZUQ6V4AK
-|  ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
+| PubChem = 8217
+| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
 | ChemSpiderID = 7925
-|  ChEBI_Ref = {{ebicite|correct|EBI}}
+| ChEBI_Ref = {{ebicite|correct|EBI}}
 | ChEBI = 30824
 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
 | StdInChIKey = CCCMONHAUSKTEQ-UHFFFAOYSA-N
 | SMILES = C=C\CCCCCCCCCCCCCCCC
-|  StdInChI_Ref = {{stdinchicite|correct|chemspider}}
+| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
 | StdInChI =1S/C18H36/c1-3-5-7-9-11-13-15-17-18-16-14-12-10-8-6-4-2/h3H,1,4-18H2,2H3
   }}
-| Section2 = {{Chembox Properties
+|Section2={{Chembox Properties
-|  C=18|H=36
+| C=18 | H=36
-|  Appearance = Clear liquid<ref name=chemicalland21/>
+| Appearance = colorless liquid
-|  Density = 0.789 g/mL<ref name=Aldrich>[http://www.sigmaaldrich.com/catalog/ProductDetail.do?lang=en&N4=74738|FLUKA&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC 1-Octadecene] at [[Sigma-Aldrich]]</ref>
+| Density = 0.789 g/mL<ref name=Aldrich>[https://www.sigmaaldrich.com/catalog/product/ALDRICH/O806?lang=en&region=US 1-Octadecene] at [[Sigma-Aldrich]]</ref>
+| MeltingPtC = 14 to 16
-|  MeltingPt = 14-16 °C<ref name=Aldrich/><br>17-18 °C<ref name=chemicalland21/>
+| MeltingPt_ref = <ref name=Aldrich/><br>17 to 18&nbsp;°C<ref name=chemicalland21/>
-|  BoilingPtC = 315
+| BoilingPtC = 315
-|   Boiling_notes = <ref name=chemicalland21/>
-|  Solubility = Insoluble<ref name=chemicalland21/>
+| BoilingPt_ref = <ref name=chemicalland21/>
+| Solubility = Insoluble<ref name=chemicalland21/>
-  }}
-| Section3 = {{Chembox Hazards
-|  MainHazards =
-|  FlashPt = {{convert|155|C|F}}<ref name=chemicalland21/>
-|  Autoignition = {{convert|250|C|F}}<ref name=Aldrich/>
-|  NFPA-H = 1
-|  NFPA-F = 1
-|  NFPA-R = 0
-|  NFPA-O =
   }}
+|Section3={{Chembox Hazards
+| MainHazards =
+| FlashPtC = 155
+| FlashPt_ref = <ref name=chemicalland21/>
+| AutoignitionPtC = 250
+| AutoignitionPt_ref = <ref name=Aldrich/>
+| NFPA-H = 1
+| NFPA-F = 1
+| NFPA-R = 0
+| NFPA-S =
+ }}
 }}
-'''Octadecene''' is a long-chain [[hydrocarbon]] and an [[alkene]] with the molecular formula C<sub>18</sub>H<sub>36</sub>.  There are multiple structural isomers of octadecene, depending on the position of the [[double bond]].  1-Octadecene, an [[alpha-olefin]], is a relatively inexpensive [[solvent]], with a boiling point of 315 °C.<ref name=chemicalland21>[http://www.chemicalland21.com/industrialchem/organic/1-OCTADECENE.htm ''1-Octadecene fact sheet'' ChemicalLand21]</ref> It is compatible with [[oleic acid]].
+'''1-Octadecene''' is a long-chain [[hydrocarbon]] and an [[alkene]] with the molecular formula CH<sub>2</sub>=CH(CH<sub>2</sub>)<sub>15</sub>CH<sub>3</sub>.  It is one of many [[isomer]]s of octadecene.  Classified as an [[alpha-olefin]], 1-octadecene is the longest alkene that is liquid at room temperature.<ref>{{Ullmann|doi=10.1002/14356007.a13_227|title=Hydrocarbons||year=2000|last1=Griesbaum|first1=Karl|last2=Behr|first2=Arno|last3=Biedenkapp|first3=Dieter|last4=Voges|first4=Heinz-Werner|last5=Garbe|first5=Dorothea|last6=Paetz|first6=Christian|last7=Collin|first7=Gerd|last8=Mayer|first8=Dieter|last9=Höke|first9=Hartmut|isbn=3527306730}}</ref><ref name=chemicalland21>[http://www.chemicalland21.com/industrialchem/organic/1-OCTADECENE.htm ''1-Octadecene fact sheet'' ChemicalLand21]</ref>
+==Hydrosilation==
-Octadecene<!--which isomer?--> is used in the synthesis of colloidal [[quantum dots]], but it can possibly be replaced by heat transfer fluids such as Dowtherm A or Therminol 66 in this process.<ref>{{cite journal |pages=2000–11 |doi=10.1088/0957-4484/16/10/004 |title=The use of heat transfer fluids in the synthesis of high-quality CdSe quantum dots, core/shell quantum dots, and quantum rods |year=2005 |last1=Asokan |first1=Subashini |last2=Krueger |first2=Karl M |last3=Alkhawaldeh |first3=Ammar |last4=Carreon |first4=Alessandra R |last5=Mu |first5=Zuze |last6=Colvin |first6=Vicki L |last7=Mantzaris |first7=Nikos V |last8=Wong |first8=Michael S |journal=Nanotechnology |volume=16 |issue=10 |pmid=20817962}}</ref>
+Treatment of 1-octadecene with [[trichlorosilane]] in the presence of platinum catalysts gives [[octadecyltrichlorosilane]].  Octadecene adds to hydrogen-terminated bulk silicon.<ref>{{cite journal |doi=10.1021/ja00116a019|title=Alkyl Monolayers on Silicon Prepared from 1-Alkenes and Hydrogen-Terminated Silicon|year=1995|last1=Linford|first1=Matthew R.|last2=Fenter|first2=Paul|last3=Eisenberger|first3=Peter M.|last4=Chidsey|first4=Christopher E. D.|journal=Journal of the American Chemical Society|volume=117|issue=11|pages=3145–3155}}</ref>
+==See also==
+* [[C18H36|C<sub>18</sub>H<sub>36</sub>]]
 ==References==
 {{reflist}}
+{{DEFAULTSORT:Octadecene, 1-}}
 [[Category:Alkenes]]
 [[Category:Hydrocarbon solvents]]
+{{alkene-stub}}
 {{hydrocarbon-stub}}