Tridecane
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| Names | |
|---|---|
| IUPAC name
Tridecane[1] | |
| Identifiers | |
629-50-5  | |
| 3D model (Jmol) | Interactive image |
| 1733089 | |
| ChEBI | CHEBI:35998 |
| ChEMBL | ChEMBL135694 |
| ChemSpider | 11882 |
| ECHA InfoCard | 100.010.086 |
| EC Number | 211-093-4 |
| KEGG | C13834  |
| MeSH | tridecane |
| PubChem | 12388 |
| RTECS number | YD3025000 |
| UNII | A3LZF0L939 |
| |
| |
| Properties | |
| C13H28 | |
| Molar mass | 184.37 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) |
| Henry's law constant (kH) |
4.3 nmol Pa−1 kg−1 |
| Refractive index (nD) |
1.425 |
| Thermochemistry | |
| 406.89 J K−1 mol−1 | |
| Std enthalpy of formation (ΔfH |
−379.3–−376.1 kJ mol−1 |
| Std enthalpy of combustion (ΔcH |
−8.7411–−8.7383 MJ mol−1 |
| Hazards | |
| GHS pictograms |  |
| GHS signal word | WARNING |
| H315, H319, H335 | |
| P261, P305+351+338 | |
| EU classification (DSD) |
 Xi |
| R-phrases | R36/37/38 |
| S-phrases | S26, S36 |
| 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). | |
| verify (what is ?) | |
| 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.