Tridecane

Tridecane
Skeletal formula of normal Trident
Ball-and-stick model of a normal tridecane molecule
Names
Preferred IUPAC name
Tridecane[1]
Identifiers
3D model (JSmol)
1733089
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.010.086 Edit this at Wikidata
EC Number
  • 211-093-4
KEGG
MeSH tridecane
RTECS number
  • YD3025000
UNII
  • InChI=1S/C13H28/c1-3-5-7-9-11-13-12-10-8-6-4-2/h3-13H2,1-2H3 checkY
    Key: IIYFAKIEWZDVMP-UHFFFAOYSA-N checkY
  • CCCCCCCCCCCCC
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 0.52 mmHg (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 labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P305+P351+P338
Flash point 94 °C (201 °F; 367 K)
Lethal dose or concentration (LD, LC):
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 checkY☒N ?)

Tridecane or n-tridecane is an alkane with the chemical formula CH3(CH2)11CH3. Tridecane is a combustible colourless liquid. In industry, they have no specific value aside from being components of various fuels and solvents. In the research laboratory, tridecane is also used as a distillation chaser.

Natural occurrence

Nymphs of the southern green shield bug produce tridecane as a dispersion/aggregation pheromone, which possibly serves as a defense against predators.[2] It is also the main component of the defensive fluid produced by the stink bug Cosmopepla bimaculata.[3]

See also

References

  1. ^ "tridecane – Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification. Archived from the original on 6 May 2014. Retrieved 4 January 2012.
  2. ^ 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.
  3. ^ 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. S2CID 13652977.