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Revision as of 14:42, 10 January 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 469645659 of page Undecane for the Chem/Drugbox validation project (updated: '').  Latest revision as of 23:49, 16 December 2024 edit Arthurfragoso (talk | contribs)Extended confirmed users2,080 edits Fixes images on dark mode 
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{Chembox {{Chembox
| Verifiedfields = changed
| Watchedfields = changed | Watchedfields = changed
| verifiedrevid = 414192822 | verifiedrevid = 470619567
| ImageFile = Undecane-2D-Skeletal.svg | ImageFile = Undecane-2D-Skeletal.svg
| ImageFile_Ref = {{chemboximage|correct|??}} | ImageFile_Ref = {{chemboximage|correct|??}}
| ImageSize = 255
⚫ | ImageName = Skeletal formula of undecane
| ImageClass = skin-invert
⚫ | ImageFile1 = Undecane-3D-balls.png
⚫ | ImageAlt = Structural formula of undecane
⚫ | ImageFile1 = UndecaneFull.png
| ImageFile1_Ref = {{chemboximage|correct|??}} | ImageFile1_Ref = {{chemboximage|correct|??}}
| ImageSize1 = 255
⚫ | ImageName1 = Ball and stick model of undecane
| ImageClass1 = skin-invert
⚫ | IUPACName = Undecane<ref>{{Cite web|title=undecane - Compound Summary|url=http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=14257&loc=ec_rcs|work=PubChem Compound|publisher=National Center for Biotechnology Information|accessdate=5 January 2012|location=USA|date=16 September 2004|at=Identification and Related Records}}</ref>
| ImageAlt1 = Skeletal formula of undecane with all implicit carbons shown, and all explicit hydrogens added
⚫ | Section1 = {{Chembox Identifiers
| ImageFile2 = Undecane 3D ball.png
| CASNo = 1120-21-4
| CASNo_Ref = {{cascite|correct|CAS}} | ImageFile2_Ref = {{chemboximage|correct|??}}
| PubChem = 14257 | ImageSize2 = 255
⚫ | ImageAlt2 = Ball-and-stick model of the undecane molecule
| PubChem_ref = {{Pubchemcite|correct|Pubchem}}
⚫ | PIN = Undecane<ref>{{Cite web|title=undecane - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=14257&loc=ec_rcs|work=PubChem Compound|publisher=National Center for Biotechnology Information|access-date=5 January 2012|location=USA|date=16 September 2004|at=Identification and Related Records}}</ref>
| ChemSpiderID = 13619
⚫ |Section1={{Chembox Identifiers
⚫ | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| UNII = JV0QT00NUE | CASNo = 1120-21-4
| UNII_Ref = {{fdacite|changed|FDA}} | CASNo_Ref = {{cascite|correct|CAS}}
| EINECS = 214-300-6 | PubChem = 14257
| UNNumber = 2330 | ChemSpiderID = 13619
⚫ | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| MeSHName = undecane
| ChEBI = 46342 | UNII = JV0QT00NUE
| ChEBI_Ref = {{ebicite|changed|EBI}} | UNII_Ref = {{fdacite|correct|FDA}}
| ChEMBL = 132474 | EINECS = 214-300-6
| UNNumber = 2330
⚫ | ChEMBL_Ref = {{ebicite|correct|EBI}}
| RTECS = YQ1525000 | MeSHName = undecane
| Beilstein = 1697099 | ChEBI = 46342
⚫ | ChEBI_Ref = {{ebicite|correct|EBI}}
⚫ | SMILES = CCCCCCCCCCC
| ChEMBL = 132474
⚫ | StdInChI = 1S/C11H24/c1-3-5-7-9-11-10-8-6-4-2/h3-11H2,1-2H3
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | ChEMBL_Ref = {{ebicite|correct|EBI}}
| RTECS = YQ1525000
⚫ | StdInChIKey = RSJKGSCJYJTIGS-UHFFFAOYSA-N
| Beilstein = 1697099
⚫ | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
⚫ | SMILES = CCCCCCCCCCC
⚫ | StdInChI = 1S/C11H24/c1-3-5-7-9-11-10-8-6-4-2/h3-11H2,1-2H3
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
⚫ | StdInChIKey = RSJKGSCJYJTIGS-UHFFFAOYSA-N
⚫ | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C = 11 | C=11 | H=24
⚫ | Appearance = Colorless liquid
⚫ | H = 24
| Odor = Gasoline-like to Odorless
| ExactMass = 156.187800768 g mol<sup>−1</sup>
⚫ | Density = 740 g/L
⚫ | Appearance = Colorless, transparent liquid
| Odor = Petrolic | MeltingPtC = -26
| BoilingPtC = 196
⚫ | Density = 740 mg mL<sup>−1</sup>
| MeltingPtKL = 246.6 | LogP = 6.312
| VaporPressure = 55 Pa (at 25 °C)<ref name="Yaws">{{cite book |last1=Yaws |first1=Carl L.|title= Chemical Properties Handbook|year= 1999|publisher= McGraw-Hill|location= New York|isbn= 0-07-073401-1|pages= 159–179}}</ref>
| MeltingPtKH = 248.2
| HenryConstant = 5.4 nmol Pa<sup>−1</sup> kg<sup>−1</sup>
| BoilingPtKL = 466
| BoilingPtKH = 470 | RefractIndex = 1.417
| MagSus = -131.84·10<sup>−6</sup> cm<sup>3</sup>/mol
| LogP = 6.312
| VaporPressure = <50 Pa (at 20 °C)
| RefractIndex = 1.417
}} }}
| Section3 = {{Chembox Thermochemistry |Section3={{Chembox Thermochemistry
| DeltaHf = −329.8–−324.6 kJ mol<sup>−1</sup> | DeltaHf = −329.8–−324.6 kJ mol<sup>−1</sup>
| DeltaHc = −7.4339–−7.4287 MJ mol<sup>−1</sup> | DeltaHc = −7.4339–−7.4287 MJ mol<sup>−1</sup>
| Entropy = 458.15 J K<sup>−1</sup> mol<sup>−1</sup> | Entropy = 458.15 J K<sup>−1</sup> mol<sup>−1</sup>
| HeatCapacity = 345.05 J K<sup>−1</sup> mol<sup>−1</sup> | HeatCapacity = 345.05 J K<sup>−1</sup> mol<sup>−1</sup>
}} }}
| Section4 = {{Chembox Hazards |Section4={{Chembox Hazards
| GHSPictograms = {{GHS skull and crossbones}}{{GHS health hazard}} | GHSPictograms = {{GHS flame}} {{GHS health hazard}}
| GHSSignalWord = '''DANGER''' | GHSSignalWord = '''DANGER'''
| HPhrases = {{H-phrases|304|315|319|331|335}} | HPhrases = {{H-phrases|304|315|319|331|335}}
| PPhrases = {{P-phrases|261|301+310|305+351+338|311|331}} | PPhrases = {{P-phrases|261|301+310|305+351+338|311|331}}
| FlashPtC = 60.0
| EUClass = {{Hazchem Xn}}
⚫ | NFPA-H = 3
| RPhrases = {{R36/37/38}}, {{R65}}
| NFPA-F = 2
| SPhrases = {{S26}}, {{S36}}
| FlashPt = 62 °C | NFPA-I = 0
| AutoignitionPtC = 240
| LD50 = > 2000 mg/kg (rat, oral)<br> > 5000 mg/kg (rat, dermal)
| LC50 = > 20 mg/L (rat, 8 hours)
| ExternalSDS =
}} }}
| Section5 = {{Chembox Related |Section5={{Chembox Related
| OtherFunction_label = alkanes
| Functn = ]s
| OtherFunctn = {{Unbulleted list|]|]}} | OtherFunction = {{Unbulleted list|]|]}}
}} }}
}} }}

'''Undecane''' (also known as '''hendecane''') is a liquid ] ] with the ] CH<sub>3</sub>(CH<sub>2</sub>)<sub>9</sub>CH<sub>3</sub>. It is used as a mild sex attractant for various types of ] and ]es, and an alert signal for a variety of ].<ref>{{cite book | author = Hölldobler B, Wilson EO | date = 1990 | title = The Ants | publisher = Harvard University Press | isbn = 0-674-04075-9 | page = 287 }}</ref> It has 159 ]s.<ref>{{Cite journal | doi = 10.6084/M9.FIGSHARE.24309724| date = 2023| last1 = Stoermer| first1 = Martin| title = Undecane Isomers | journal = Figshare}}</ref>

Undecane may also be used as an internal standard in gas chromatography when working with other hydrocarbons. Since the boiling point of undecane (196&nbsp;°C) is well known, it may be used as a comparison for retention times in a gas chromatograph for molecules whose structure has been freshly elucidated. For example, if one is working with a 50&nbsp;m crosslinked methyl silicone capillary column with an oven temperature increasing slowly, beginning around 60&nbsp;°C, an 11-carbon molecule like undecane may be used as an internal standard to be compared with the retention times of other 10-, 11-, or 12- carbon molecules, depending on their structures.

==See also==
* ]
* ]
* ]

==References==
{{Reflist}}

==External links==
* at Dr. Duke's Phytochemical and Ethnobotanical Databases
{{Hydrocarbon-stub}}

{{Alkanes}}
]