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Undecane

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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
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 1697099
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.013.001 Edit this at Wikidata
EC Number
  • 214-300-6
MeSH undecane
PubChem CID
RTECS number
  • YQ1525000
UNII
UN number 2330
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C11H24/c1-3-5-7-9-11-10-8-6-4-2/h3-11H2,1-2H3Key: RSJKGSCJYJTIGS-UHFFFAOYSA-N
SMILES
  • CCCCCCCCCCC
Properties
Chemical formula C11H24
Molar mass 156.313 g·mol
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)
Henry's law
constant
 (kH)
5.4 nmol Pa kg
Magnetic susceptibility (χ) -131.84·10 cm/mol
Refractive index (nD) 1.417
Thermochemistry
Heat capacity (C) 345.05 J K mol
Std molar
entropy
(S298)
458.15 J K mol
Std enthalpy of
formation
fH298)
−329.8–−324.6 kJ mol
Std enthalpy of
combustion
cH298)
−7.4339–−7.4287 MJ mol
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 diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3 2 0
Flash point 60.0 °C (140.0 °F; 333.1 K)
Autoignition
temperature
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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) 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. It has 159 isomers.

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

References

  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.

External links

  • Undecane at Dr. Duke's Phytochemical and Ethnobotanical Databases
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