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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[1]
Identifiers
3D model (JSmol)
1697099
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.013.001Edit this at Wikidata
EC Number
  • 214-300-6
MeSH undecane
RTECS number
  • YQ1525000
UNII
UN number 2330
  • InChI=1S/C11H24/c1-3-5-7-9-11-10-8-6-4-2/h3-11H2,1-2H3checkY
    Key: RSJKGSCJYJTIGS-UHFFFAOYSA-NcheckY
  • CCCCCCCCCCC
Properties
C11H24
Molar mass 156.313g·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)
logP 6.312
Vapor pressure 55 Pa (at 25 °C)[2]
5.4 nmol Pa−1kg−1
-131.84·10−6cm3/mol
1.417
Thermochemistry
345.05 J K−1mol−1
458.15 J K−1mol−1
−329.8–−324.6 kJ mol−1
−7.4339–−7.4287 MJ mol−1
Hazards
GHSlabelling:
GHS02: FlammableGHS08: Health hazard
Danger
H304,H315,H319,H331,H335
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)
240 °C (464 °F; 513 K)
Lethal doseor concentration (LD, LC):
> 2000 mg/kg (rat, oral)
> 5000 mg/kg (rat, dermal)
> 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 theirstandard state(at 25 °C [77 °F], 100 kPa).

Undecane(also known ashendecane) is a liquidalkanehydrocarbonwith thechemical formulaCH3(CH2)9CH3.It is used as a mild sex attractant for various types ofmothsandcockroaches,and an alert signal for a variety ofants.[3]It has 159isomers.[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

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References

[edit]
  1. ^"undecane - Compound Summary".PubChem Compound.USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records.Retrieved5 January2012.
  2. ^Yaws, Carl L. (1999).Chemical Properties Handbook.New York: McGraw-Hill. pp. 159–179.ISBN0-07-073401-1.
  3. ^Hölldobler B, Wilson EO (1990).The Ants.Harvard University Press. p. 287.ISBN0-674-04075-9.
  4. ^Stoermer, Martin (2023). "Undecane Isomers".Figshare.doi:10.6084/M9.FIGSHARE.24309724.
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  • Undecaneat Dr. Duke's Phytochemical and Ethnobotanical Databases