Tridecane
Names | |
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IUPAC name
Tridecane[1] | |
Identifiers | |
1733089 | |
629-50-5 | |
ChEBI | CHEBI:35998 |
ChEMBL | ChEMBL135694 |
ChemSpider | 11882 |
EC number | 211-093-4 |
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Jmol-3D images | Image |
KEGG | C13834 |
MeSH | tridecane |
PubChem | 12388 |
RTECS number | YD3025000 |
| |
UNII | A3LZF0L939 |
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 °C; 21 °F; 267 K |
Boiling point | 232 °C; 449 °F; 505 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 | |
Specific heat capacity (C) |
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 | Xi |
R-phrases | R36/37/38 |
S-phrases | S26, S36 |
Flash point | 94 °C (201 °F; 367 K) |
LD50 (Median lethal dose) |
1.161 g kg−1 (intravenous, mouse) |
Related compounds | |
Related alkanes |
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Except where noted otherwise, data is 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.
External links
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