Tridecane

Tridecane
Names
	IUPAC name Tridecane
	Other names n-Tridecane
Identifiers
CAS Number	629-50-5 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL135694 ;
ChemSpider	11882 ;
ECHA InfoCard	100.010.086
EC Number	211-093-4;
PubChem CID	12388;
CompTox Dashboard (EPA)	DTXSID6027266 ;
	InChI InChI=1S/C13H28/c1-3-5-7-9-11-13-12-10-8-6-4-2/h3-13H2,1-2H3 Key: IIYFAKIEWZDVMP-UHFFFAOYSA-N ; InChI=1/C13H28/c1-3-5-7-9-11-13-12-10-8-6-4-2/h3-13H2,1-2H3;
	SMILES C(CCCCCCCC)CCCC;
Properties
Chemical formula	C13H28
Molar mass	184.35
Appearance	Colourless liquid
Density	0.756 g/mL
Melting point	-5 °C
Boiling point	234 °C
Vapor pressure	1 mmHg (130 Pa) at 59 °C
Hazards
Flash point	102 °C
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Tridecane may refer to any alkane hydrocarbon with the chemical formula C
₁₃H
₂₈, or to a mixture of them. There are 802 constitutional isomers with that formula.^[1] 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.^[2] It is also the main component of the defensive fluid produced by the stink bug Cosmopepla bimaculata.^[3]

References

^ 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.
^ 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.
^ 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

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[dav-1] 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.

[todd-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.

[krall-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.

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[2]

[3]

See also

References

External links