Undecane - Wikipedia

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Appearance move to sidebar hide From Wikipedia, the free encyclopedia Undecane
Structural formula of undecane
Skeletal formula of undecane with all implicit carbons shown, and all explicit hydrogens added
Ball-and-stick model of the undecane molecule
Names
Preferred IUPAC name Undecane[1]
Identifiers
CAS Number
  • 1120-21-4 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference 1697099
ChEBI
  • CHEBI:46342 checkY
ChEMBL
  • ChEMBL132474 checkY
ChemSpider
  • 13619 checkY
ECHA InfoCard 100.013.001 Edit this at Wikidata
EC Number
  • 214-300-6
MeSH undecane
PubChem CID
  • 14257
RTECS number
  • YQ1525000
UNII
  • JV0QT00NUE checkY
UN number 2330
CompTox Dashboard (EPA)
  • DTXSID9021689 Edit this at Wikidata
InChI
  • InChI=1S/C11H24/c1-3-5-7-9-11-10-8-6-4-2/h3-11H2,1-2H3 checkYKey: RSJKGSCJYJTIGS-UHFFFAOYSA-N checkY
SMILES
  • CCCCCCCCCCC
Properties
Chemical formula C11H24
Molar mass 156.313 g·mol−1
Appearance Colorless liquid
Odor Gasoline-like to Odorless
Density 740 g/L
Melting point −26 °C (−15 °F; 247 K)
Boiling point 196 °C (385 °F; 469 K)
log P 6.312
Vapor pressure 55 Pa (at 25 °C)[2]
Henry's lawconstant (kH) 5.4 nmol Pa−1 kg−1
Magnetic susceptibility (χ) −131.84·10−6 cm3/mol
Refractive index (nD) 1.417
Thermochemistry
Heat capacity (C) 345.05 J K−1 mol−1
Std molarentropy (S⦵298) 458.15 J K−1 mol−1
Std enthalpy offormation (ΔfH⦵298) −329.8 – −324.6 kJ mol−1
Std enthalpy ofcombustion (ΔcH⦵298) −7.4339 – −7.4287 MJ mol−1
Hazards
GHS labelling:
Pictograms GHS02: Flammable GHS08: Health hazard
Signal word Danger
Hazard statements H304, H315, H319, H331, H335
Precautionary statements P261, P301+P310, P305+P351+P338, P311, P331
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
3 2 0
Flash point 60.0 °C (140.0 °F; 333.1 K)
Autoignitiontemperature 240 °C (464 °F; 513 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose) > 2000 mg/kg (rat, oral) > 5000 mg/kg (rat, dermal)
LC50 (median concentration) > 20 mg/L (rat, 8 hours)
Safety data sheet (SDS) Fisher Scientific
Related compounds
Related alkanes
  • Decane
  • Dodecane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). checkY verify (what is checkY☒N ?) Infobox references
Chemical compound

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.[3] It has 159 isomers.[4]

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.

See also

[edit]
  • Higher alkanes
  • List of isomers of undecane
  • Cycloundecane

References

[edit]
  1. ^ "undecane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records. Retrieved 5 January 2012.
  2. ^ Yaws, Carl L. (1999). Chemical Properties Handbook. New York: McGraw-Hill. pp. 159–179. ISBN 0-07-073401-1.
  3. ^ Hölldobler B, Wilson EO (1990). The Ants. Harvard University Press. p. 287. ISBN 0-674-04075-9.
  4. ^ Stoermer, Martin (2023). "Undecane Isomers". Figshare. doi:10.6084/M9.FIGSHARE.24309724.
[edit]
  • Undecane at Dr. Duke's Phytochemical and Ethnobotanical Databases
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Alkanes
  • Methane (CH4)
  • Ethane (C2H6)
  • Propane (C3H8)
  • Butane (C4H10)
  • Pentane (C5H12)
  • Hexane (C6H14)
  • Heptane (C7H16)
  • Octane (C8H18)
  • Nonane (C9H20)
  • Decane (C10H22)
  • Undecane (C11H24)
  • Dodecane (C12H26)
  • Tridecane (C13H28)
  • Tetradecane (C14H30)
  • Pentadecane (C15H32)
  • Hexadecane / Cetane (C16H34)
  • Heptadecane (C17H36)
  • Octadecane (C18H38)
  • Nonadecane (C19H40)
  • Eicosane (C20H42)
  • Heneicosane (C21H44)
  • Tetracosane (C24H50)
  • Nonacosane (C29H60)
  • Hentriacontane (C31H64)
  • Pentatriacontane (C35H72)
  • Hectane (C100H202)
  • Higher alkanes
  • List of alkanes
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