Tridecane

Tridecane
IUPAC name

Tridecane[1]
Other names

n-Tridecane
Identifiers
CAS number 629-50-5 Y
PubChem 12388
ChemSpider 11882 Y
UNII A3LZF0L939 N
EC number 211-093-4
KEGG C13834 N
MeSH tridecane
ChEBI CHEBI:35998 N
ChEMBL CHEMBL135694 Y
RTECS number YD3025000
Beilstein Reference 1733089
Jmol-3D images Image 1
Properties
Molecular formula C13H28
Molar mass 184.36 g mol−1
Exact mass 184.219100896 g mol−1
Appearance Colourless, transparent liquid
Odor Odourless
Density 756 mg mL−1
Melting point

-6--4 °C, 267-269 K, 21-25 °F
Boiling point

232-236 °C, 505-509 K, 449-457 °F
log P 7.331
Vapor pressure 100 kPa (at 59.4 °C)
Refractive index (nD) 1.425
Thermochemistry
Std enthalpy of
formation ΔfHo298		 −379.3–−376.1 kJ mol−1
Std enthalpy of
combustion ΔcHo298		 −8.7411–−8.7383 MJ mol−1
Specific heat capacity, C 406.89 J K−1 mol−1
Hazards
GHS pictograms
GHS signal word WARNING
GHS hazard statements H315, H319, H335
GHS precautionary statements P261, P305+351+338
EU classification Xi
R-phrases R36/37/38
S-phrases S26, S36
Flash point 94 °C
Related compounds
Related Dodecane
 N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Tridecane may refer to any alkane hydrocarbon with the chemical formula C13H28, 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 H3C(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 generally light, combustible colourless liquids. They are used (possibly mixed with other alkanes) in the manufacture of paraffin products, in the paper processing industry, in jet fuel research and in the rubber industry.

In chemical research, n-tridecane is used as a solvent and distillation chaser.

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 and Related Records. http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=12388&loc=ec_rcs. 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

Methane (CH4) · Ethane (C2H6) · Propane (C3H8) · Butane (C4H10) · Pentane (C5H12) · Hexane (C6H14) · Heptane (C7H16) · Octane (C8H18) · Nonane (C9H20) · Decane (C10H22) · Undecane (C11H24) · Dodecane (C12H26) · Hexadecane / Cetane (C16H34)