Tridecane

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Tridecane
Skeletal formula of normal Trident
Ball-and-stick model of a normal tridecane molecule
Names
IUPAC name
Tridecane[1]
Identifiers
  • 629-50-5 ☑Y
3D model (JSmol)
  • Interactive image
1733089
ChEBI
  • CHEBI:35998 ☑Y
ChEMBL
  • ChEMBL135694 ☑Y
ChemSpider
  • 11882 ☑Y
ECHA InfoCard 100.010.086
EC Number 211-093-4
KEGG
  • C13834 ☒N
MeSH tridecane
PubChem CID
  • 12388
RTECS number YD3025000
UNII
  • A3LZF0L939 ☑Y
Properties
C13H28
Molar mass 184.367 g·mol−1
Appearance Colourless liquid
Odor Gasoline-like to odorless
Density 0.756 g mL−1
Melting point −6 to −4 °C; 21 to 25 °F; 267 to 269 K
Boiling point 232 to 236 °C; 449 to 457 °F; 505 to 509 K
log P 7.331
Vapor pressure 100 kPa (at 59.4 °C)
4.3 nmol Pa−1 kg−1
1.425
Thermochemistry
406.89 J K−1 mol−1
−379.3–−376.1 kJ mol−1
−8.7411–−8.7383 MJ mol−1
Hazards
GHS pictograms The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word WARNING
H315, H319, H335
P261, P305+351+338
Flash point 94 °C (201 °F; 367 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
1.161 g kg−1 (intravenous, mouse)
Related compounds
Related alkanes
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is ☑Y☒N ?)
Infobox references

Tridecane is any alkane hydrocarbon with the chemical formula C
13
H
28
, or to a mixture of them. There are 802 constitutional isomers with that formula.[2] In the IUPAC nomenclature, the name refers exclusively to one isomer, the straight-chain CH3(CH2)11CH3, also called normal or n-tridecane; the other isomers are named as derivatives of lighter hydrocarbons, as in 2,2,4,4-tetramethyl-3-t-butyl-pentane.

Tridecanes are combustible colourless liquids. In industry, they have no specific value aside from being components of various fuels and solvents. In the research laboratory, n-tridecane is sometimes also used as a distillation chaser.

Natural occurrence

Nymphs of the southern green stink bug produce n-tridecane as a dispersion/aggregation pheromone which possibly serves also as a defense against predators.[3] It is also the main component of the defensive fluid produced by the stink bug Cosmopepla bimaculata.[4]

See also

References

  1. ^ "tridecane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification. Retrieved 4 January 2012.
  2. ^ Davidson, Scott (2002). "Fast Generation of an Alkane-Series Dictionary Ordered by Side-Chain Complexity". J. Chem. Inf. Comput. Sci. 42 (2): 147–156(10). doi:10.1021/ci010094b.
  3. ^ Todd, J. W. (1989). "Ecology and behavior of Nezara viridula". Annual Review of Entomology. 34: 273–292(20). doi:10.1146/annurev.en.34.010189.001421.
  4. ^ Krall, Brian S.; Bartelt, Robert J.; Lewis, Cara J.; Whitman, Douglas W. (1999). "Chemical Defense in the Stink Bug Cosmopepla bimaculata". Journal of Chemical Ecology. 25 (11): 2477–94(18). doi:10.1023/A:1020822107806.

External links

  • Material Safety Data Sheet for Tridecane[permanent dead link]
  • Phytochemical and Ethnobotanical Databases
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