Tridecane

{{Use dmy dates|date=April 2022}}

{{chembox

| Verifiedfields = changed

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| 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

| PIN = Tridecane{{cite web|title=tridecane – Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=12388&loc=ec_rcs|work=PubChem Compound|publisher=National Center for Biotechnology Information|access-date=4 January 2012|location=USA|date=16 September 2004|at=Identification|archive-date=6 May 2014|archive-url=https://web.archive.org/web/20140506165944/http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=12388&loc=ec_rcs|url-status=live}}

|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}}

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|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

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|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

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|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)

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|Section5={{Chembox Related

| OtherFunction_label = alkanes

| OtherFunction = {{unbulleted list|Dodecane|Tetradecane}}

}}

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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

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