Tridecane
| Tridecane | |
|---|---|
 | |
| IUPAC name Tridecane[1] | |
| Identifiers | |
| CAS number | 629-50-5  |
| PubChem | 12388 |
| ChemSpider | 11882 |
| UNII | A3LZF0L939 |
| EC number | 211-093-4 |
| KEGG | C13834  |
| MeSH | tridecane |
| ChEBI | CHEBI:35998 |
| ChEMBL | CHEMBL135694 |
| RTECS number | YD3025000 |
| Beilstein Reference | 1733089 |
| Jmol-3D images | Image 1 |
| |
| |
| Properties | |
| Molecular formula | C13H28 |
| Molar mass | 184.36 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) |
| kH | 4.3 nmol Pa−1 kg−1 |
| Refractive index (nD) | 1.425 |
| Thermochemistry | |
| Std enthalpy of formation ΔfH |
−379.3–−376.1 kJ mol−1 |
| Std enthalpy of combustion ΔcH |
−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; 201 °F; 367 K |
| LD50 | 1.161 g kg−1 (intravenous, mouse) |
| Related compounds | |
| Related alkanes | |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
| Infobox references | |
Tridecane is any alkane hydrocarbon with the chemical formula C
13H
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
- ↑ "tridecane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification. Retrieved 4 January 2012.
- ↑ 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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