Undecane

{{Chembox | Watchedfields = changed | verifiedrevid = 470619567 | ImageFile = Undecane-2D-Skeletal.svg | ImageFile_Ref = {{chemboximage|correct|??}} | ImageSize = 255 | ImageClass = skin-invert | ImageAlt = Structural formula of undecane | ImageFile1 = UndecaneFull.png | ImageFile1_Ref = {{chemboximage|correct|??}} | ImageSize1 = 255 | ImageClass1 = skin-invert | ImageAlt1 = Skeletal formula of undecane with all implicit carbons shown, and all explicit hydrogens added | ImageFile2 = Undecane 3D ball.png | ImageFile2_Ref = {{chemboximage|correct|??}} | ImageSize2 = 255 | ImageAlt2 = Ball-and-stick model of the undecane molecule | PIN = Undecane<ref>{{Cite web|title=undecane - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/compound/14257|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> |Section1={{Chembox Identifiers | CASNo = 1120-21-4 | CASNo_Ref = {{cascite|correct|CAS}} | PubChem = 14257 | ChemSpiderID = 13619 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | UNII = JV0QT00NUE | UNII_Ref = {{fdacite|correct|FDA}} | EINECS = 214-300-6 | UNNumber = 2330 | MeSHName = undecane | ChEBI = 46342 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEMBL = 132474 | ChEMBL_Ref = {{ebicite|correct|EBI}} | RTECS = YQ1525000 | Beilstein = 1697099 | 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 | C=11 | H=24 | Appearance = Colorless liquid | Odor = Gasoline-like to Odorless | Density = 740 g/L | MeltingPtC = -26 | BoilingPtC = 196 | 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> | HenryConstant = 5.4 nmol Pa⁻¹ kg⁻¹ | RefractIndex = 1.417 | MagSus = −131.84·10⁻⁶ cm³/mol }} |Section3={{Chembox Thermochemistry | DeltaHf = −329.8 – −324.6 kJ mol⁻¹ | DeltaHc = −7.4339 – −7.4287 MJ mol⁻¹ | Entropy = 458.15 J K⁻¹ mol⁻¹ | HeatCapacity = 345.05 J K⁻¹ mol⁻¹ }} |Section4={{Chembox Hazards | GHSPictograms = {{GHS flame}} {{GHS health hazard}} | GHSSignalWord = '''DANGER''' | HPhrases = {{H-phrases|304|315|319|331|335}} | PPhrases = {{P-phrases|261|301+310|305+351+338|311|331}} | FlashPtC = 60.0 | NFPA-H = 3 | NFPA-F = 2 | 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 = [https://www.fishersci.com/msdsproxy%3FproductName%3DAC140660100%26productDescription%3DN-UNDECANE%252C%2B99%2525%2B10LT%26catNo%3DAC140660100%26vendorId%3DVN00032119%26storeId%3D10652 Fisher Scientific] }} |Section5={{Chembox Related | OtherFunction_label = alkanes | OtherFunction = {{Unbulleted list|Decane|Dodecane}} }} }}

'''Undecane''' (also known as '''hendecane''') is a liquid alkane hydrocarbon with the chemical formula CH₃(CH₂)₉CH₃. It is used as a mild sex attractant for various types of moths and cockroaches, and an alert signal for a variety of ants.<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 isomers.<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== * Higher alkanes * List of isomers of undecane * Cycloundecane

==References== {{Reflist}}

==External links== * [https://web.archive.org/web/20001216090400/http://www.ars-grin.gov/cgi-bin/duke/chemical.pl?UNDECANE Undecane] at Dr. Duke's Phytochemical and Ethnobotanical Databases {{Hydrocarbon-stub}}

{{Alkanes}} Category:Alkanes