Tridecane
{{Use dmy dates|date=April 2022}}
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 470613912
| ImageFile = Tridecane.svg
| ImageSize = 265
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageAlt = Skeletal formula of normal Trident
| ImageFile1 = Tridecane_3D_ball-and-stick_model.png
| ImageSize1 = 265
| ImageAlt1 = Ball-and-stick model of a normal tridecane molecule
|Section1={{Chembox Identifiers
| CASNo = 629-50-5
| CASNo_Ref = {{cascite|correct|CAS}}
| PubChem = 12388
| ChemSpiderID = 11882
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| UNII = A3LZF0L939
| UNII_Ref = {{fdacite|correct|FDA}}
| EINECS = 211-093-4
| KEGG = C13834
| KEGG_Ref = {{keggcite|changed|kegg}}
| MeSHName = tridecane
| ChEBI = 35998
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 135694
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| RTECS = YD3025000
| Beilstein = 1733089
| SMILES = CCCCCCCCCCCCC
| StdInChI = 1S/C13H28/c1-3-5-7-9-11-13-12-10-8-6-4-2/h3-13H2,1-2H3
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = IIYFAKIEWZDVMP-UHFFFAOYSA-N
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
}}
|Section2={{Chembox Properties
| C=13 | H=28
| Appearance = Colourless liquid
| Odor = Gasoline-like to odorless
| Density = 0.756 g mL−1
| MeltingPtK = 267 to 269
| BoilingPtK = 505 to 509
| LogP = 7.331
| VaporPressure = 0.52 mmHg (at 59.4 °C)
| HenryConstant = 4.3 nmol Pa−1 kg−1
| RefractIndex = 1.425
}}
|Section3={{Chembox Thermochemistry
| DeltaHf = −379.3–−376.1 kJ mol−1
| DeltaHc = −8.7411–−8.7383 MJ mol−1
| HeatCapacity = 406.89 J K−1 mol−1
}}
|Section4={{Chembox Hazards
| GHSPictograms = {{gHS exclamation mark}}
| GHSSignalWord = WARNING
| HPhrases = {{h-phrases|315|319|335}}
| PPhrases = {{p-phrases|261|305+351+338}}
| FlashPtC = 94
| LD50 = 1.161 g kg−1 (intravenous, mouse)
}}
|Section5={{Chembox Related
| OtherFunction_label = alkanes
| OtherFunction = {{unbulleted list|Dodecane|Tetradecane}}
}}
}}
Tridecane or n-tridecane is an alkane with the chemical formula CH3(CH2)11CH3. Tridecane is a combustible colourless liquid. In industry, they have no specific value aside from being components of various fuels and solvents. In the research laboratory, tridecane is also used as a distillation chaser.
Natural occurrence
Nymphs of the southern green shield bug produce tridecane as a dispersion/aggregation pheromone, which possibly serves as a defense against predators.{{cite journal |last1=Todd |first1=J. W. |year=1989 |title=Ecology and behavior of Nezara viridula |journal=Annual Review of Entomology |volume=34 |pages=273–292(20) |doi=10.1146/annurev.en.34.010189.001421 }} It is also the main component of the defensive fluid produced by the stink bug Cosmopepla bimaculata.{{cite journal |last1=Krall |first1=Brian S. |last2=Bartelt |first2=Robert J. |last3=Lewis |first3=Cara J. |last4=Whitman |first4=Douglas W. |year=1999 |title=Chemical Defense in the Stink Bug Cosmopepla bimaculata |journal=Journal of Chemical Ecology |volume=25 |issue=11 |pages=2477–94(18) |doi=10.1023/A:1020822107806 |s2cid=13652977 }}
See also
References
{{reflist}}
External links
- [https://web.archive.org/web/20020707162749/http://ptcl.chem.ox.ac.uk/MSDS/TR/tridecane.html Material Safety Data Sheet for Tridecane]
- [https://archive.today/20121212232449/http://www.ars-grin.gov/cgi-bin/duke/chemical.pl?TRIDECANE Phytochemical and Ethnobotanical Databases]
{{alkanes}}