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{{Chembox |
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| verifiedrevid = 410161700 |
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| verifiedrevid = 470619567 |
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| Reference = <ref></ref> |
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| Name = '''Undecane''' |
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| ImageFile = Undecane-2D-Skeletal.svg |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile1 = Undecane-2D-Skeletal.svg |
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| ImageSize1 = 200px |
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| ImageSize = 255 |
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| ImageClass = skin-invert |
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| ImageName1 = Skeletal formula |
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| ImageAlt = Structural formula of undecane |
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| ImageFile2 = Undecane-3D-balls.png |
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| ImageFile1 = UndecaneFull.png |
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| ImageSize2 = 200px |
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| ImageFile1_Ref = {{chemboximage|correct|??}} |
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| ImageName2 = Ball-and-stick model |
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| IUPACName = Undecane |
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| ImageSize1 = 255 |
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| ImageClass1 = skin-invert |
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| Name = Undecane |
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| ImageAlt1 = Skeletal formula of undecane with all implicit carbons shown, and all explicit hydrogens added |
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| Section1 = {{Chembox Identifiers |
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| ImageFile2 = Undecane 3D ball.png |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ImageFile2_Ref = {{chemboximage|correct|??}} |
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| ImageSize2 = 255 |
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| ImageAlt2 = Ball-and-stick model of the undecane molecule |
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| 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> |
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|Section1={{Chembox Identifiers |
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| CASNo = 1120-21-4 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| PubChem = 14257 |
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| ChemSpiderID = 13619 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| UNII = JV0QT00NUE |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| EINECS = 214-300-6 |
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| UNNumber = 2330 |
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| MeSHName = undecane |
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| ChEBI = 46342 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 132474 |
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| ChEMBL = 132474 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| RTECS = YQ1525000 |
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| Beilstein = 1697099 |
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| SMILES = CCCCCCCCCCC |
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| StdInChI = 1S/C11H24/c1-3-5-7-9-11-10-8-6-4-2/h3-11H2,1-2H3 |
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| StdInChI = 1S/C11H24/c1-3-5-7-9-11-10-8-6-4-2/h3-11H2,1-2H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = RSJKGSCJYJTIGS-UHFFFAOYSA-N |
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| StdInChIKey = RSJKGSCJYJTIGS-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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}} |
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| CASNo = 1120-21-4 |
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|Section2={{Chembox Properties |
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| SMILES = C(CCCCCCCC)CC |
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| C=11 | H=24 |
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| InChI = 1/C11H24/c1-3-5-7-9-11-10-8-6-4-2/h3-11H2,1-2H3 |
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| Appearance = Colorless liquid |
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| PubChem = 14257 |
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| Odor = Gasoline-like to Odorless |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 13619 |
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| Density = 740 g/L |
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| MeltingPtC = -26 |
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}} |
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| BoilingPtC = 196 |
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| Section2 = {{Chembox Properties |
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| C=11|H=24 |
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| LogP = 6.312 |
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| 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> |
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| Appearance = Colorless liquid |
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| HenryConstant = 5.4 nmol Pa<sup>−1</sup> kg<sup>−1</sup> |
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| MeltingPtC = -26 |
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| BoilingPtC = 196 |
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| RefractIndex = 1.417 |
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| MagSus = -131.84·10<sup>−6</sup> cm<sup>3</sup>/mol |
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}} |
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| Section7 = {{Chembox Hazards |
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|Section3={{Chembox Thermochemistry |
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| FlashPt = 60 °C |
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| DeltaHf = −329.8–−324.6 kJ mol<sup>−1</sup> |
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}} |
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| DeltaHc = −7.4339–−7.4287 MJ mol<sup>−1</sup> |
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| Entropy = 458.15 J K<sup>−1</sup> mol<sup>−1</sup> |
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| HeatCapacity = 345.05 J K<sup>−1</sup> mol<sup>−1</sup> |
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}} |
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|Section4={{Chembox Hazards |
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| GHSPictograms = {{GHS flame}} {{GHS health hazard}} |
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| GHSSignalWord = '''DANGER''' |
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| HPhrases = {{H-phrases|304|315|319|331|335}} |
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| PPhrases = {{P-phrases|261|301+310|305+351+338|311|331}} |
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| FlashPtC = 60.0 |
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| NFPA-H = 3 |
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| NFPA-F = 2 |
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| NFPA-I = 0 |
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| AutoignitionPtC = 240 |
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| LD50 = > 2000 mg/kg (rat, oral)<br> > 5000 mg/kg (rat, dermal) |
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| LC50 = > 20 mg/L (rat, 8 hours) |
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| ExternalSDS = |
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}} |
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|Section5={{Chembox Related |
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| OtherFunction_label = alkanes |
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| OtherFunction = {{Unbulleted list|]|]}} |
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'''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>Hölldobler B, Wilson EO (1990). ''The Ants''. ]. ISBN 0-674-04075-9, p. 287</ref> It has 159 ]s. |
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'''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> |
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Undecane may also be used as an internal standard in gas chromatography when working with other hydrocarbons. Since the boiling point of undecane (196 °C) is well known, it may be used as a comparison for retention times in a gas chromatograph for molecule who's structure has been freshly elucidated. For example, if one is working with a 50m crosslinked methyl silicone capillary column with an oven temperature increasing slowly, beginning around 60degC, 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. |
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Undecane may also be used as an internal standard in gas chromatography when working with other hydrocarbons. Since the boiling point of undecane (196 °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 m crosslinked methyl silicone capillary column with an oven temperature increasing slowly, beginning around 60 °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. |
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==See also== |
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==See also== |
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==References== |
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==References== |
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{{reflist}} |
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{{Reflist}} |
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==External links== |
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==External links== |
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* at Dr. Duke's Phytochemical and Ethnobotanical Databases |
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* at Dr. Duke's Phytochemical and Ethnobotanical Databases |
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