{{Distinguish|Dodecahedrane}} {{Chembox | Watchedfields = changed | verifiedrevid = 443707553 | ImageFile = Dodecane-2D-Skeletal.svg | ImageClass = skin-invert-image | ImageFile_Ref = {{chemboximage|correct|??}} | ImageSize = 260 | ImageAlt = Skeletal formula of dodecane | ImageFile1 = DodecaneFull.png | ImageClass1 = skin-invert-image | ImageFile1_Ref = {{chemboximage|correct|??}} | ImageSize1 = 260 | ImageAlt1 = Skeletal formula of dodecane with all implicit carbons shown, and all explicit hydrogens added | ImageFile2 = Dodecane 3D ball.png | ImageClass2 = bg-transparent | ImageFile2_Ref = {{chemboximage|correct|??}} | ImageSize2 = 260 | ImageAlt2 = Ball and stick model of dodecane | PIN = Dodecane<ref>{{Cite web|title=n-dodecane - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/compound/8182|work=PubChem Compound|publisher=National Center for Biotechnology Information|access-date=4 January 2012|location=USA|date=16 September 2004|at=Identification and Related Records}}</ref> |Section1={{Chembox Identifiers | CASNo = 112-40-3 | CASNo_Ref = {{cascite|correct|CAS}} | PubChem = 8182 | ChemSpiderID = 7890 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | UNII = 11A386X1QH | UNII_Ref = {{fdacite|correct|FDA}} | EINECS = 203-967-9 | DrugBank = DB02771 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | KEGG = C08374 | KEGG_Ref = {{keggcite|correct|kegg}} | MeSHName = n-dodecane | ChEBI = 28817 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEMBL = 30959 | ChEMBL_Ref = {{ebicite|correct|EBI}} | RTECS = JR2125000 | Beilstein = 1697175 | Gmelin = 201408 | SMILES = CCCCCCCCCCCC | StdInChI = 1S/C12H26/c1-3-5-7-9-11-12-10-8-6-4-2/h3-12H2,1-2H3 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = SNRUBQQJIBEYMU-UHFFFAOYSA-N | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} }} |Section2={{Chembox Properties | C = 12 | H = 26 | Appearance = Colorless liquid | Odor = Gasoline-like to odorless | Density = 0.7495 g mL<sup>−1</sup> at 20&nbsp;°C<ref>{{Cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/dodecane#section=Solubility|title=Dodecane}}</ref> | MeltingPtK = 263.2 to 263.8 | BoilingPtK = 487 to 491 | LogP = 6.821 | VaporPressure = 18 Pa (at 25&nbsp;°C)<ref>{{Cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/8182|title=Dodecane}}</ref> | HenryConstant = 1.4 nmol Pa<sup>−1</sup> kg<sup>−1</sup> | RefractIndex = 1.421 | Viscosity = 1.34 mPa s }} |Section3={{Chembox Thermochemistry | DeltaHf = −353.5–−350.7 kJ mol<sup>−1</sup> | DeltaHc = −7901.74 kJ mol<sup>−1</sup> | Entropy = 490.66 J K<sup>−1</sup> mol<sup>−1</sup> | HeatCapacity = 376.00 J K<sup>−1</sup> mol<sup>−1</sup> }} |Section4={{Chembox Hazards | ExternalSDS = [http://hazard.com/msds/mf/baker/baker/files/d8752.htm hazard.com] | GHSPictograms = {{GHS health hazard}} | GHSSignalWord = '''DANGER''' | HPhrases = {{H-phrases|304}} | PPhrases = {{P-phrases|301+310|331}} | NFPA-H = 1 | NFPA-F = 2 | NFPA-R = 0 | FlashPtC = 71 | AutoignitionPtC = 205 | ExploLimits = 0.6% }} |Section5={{Chembox Related | OtherFunction_label = alkanes | OtherFunction = {{Unbulleted list|Undecane|Tridecane}} }} }} '''Dodecane''' (also known as '''dihexyl''', '''bihexyl''', '''adakane 12''', or '''duodecane''') is an oily liquid ''n''-alkane hydrocarbon with the chemical formula C<sub>12</sub>H<sub>26</sub> (which has 355 isomers).

It is used as a solvent, distillation chaser, and scintillator component. It is used as a diluent for tributyl phosphate (TBP) in nuclear reprocessing plants.<ref>{{cite book|last=Rydberg|first=Jan|title=Solvent Extraction Principles and Practice|year=2004|publisher=Marcel Dekker|isbn=0-8247-5063-2|page=524}}</ref>

==Combustion reaction== The combustion reaction of dodecane is as follows:

:C<sub>12</sub>H<sub>26</sub>(''l'') + 18.5 O<sub>2</sub>(''g'')&nbsp;→ 12 CO<sub>2</sub>(''g'')&nbsp;+ 13 H<sub>2</sub>O(''g'')

:Δ''H''° = −7513 kJ

One litre of fuel needs about 15&nbsp;kg of air to burn (2.6 kg of oxygen), and generates 2.3&nbsp;kg (or 1.2 m<sup>3</sup>) of CO<sub>2</sub> upon complete combustion.

==Jet fuel surrogate== In recent years, ''n''-dodecane has garnered attention as a possible surrogate for kerosene-based fuels such as Jet-A, S-8, and other conventional aviation fuels. It is considered a second-generation fuel surrogate designed to emulate the laminar flame speed, largely supplanting ''n''-decane, primarily due to its higher molecular mass and lower hydrogen-to-carbon ratio which better reflect the ''n''-alkane content of jet fuels.

==See also== *Higher alkanes *Kerosene *List of isomers of dodecane

==References== {{Reflist}}

==External links== *{{cite web |last = Caudwell |first = D.R. |author2 = Trusler, J.P.M. |author3 = Vesovic, V. |author4 = Wakeham, W.A. |title = The Viscosity and Density of n-Dodecane and n-Octadecane at Pressures up to 200 mPa and Temperatures up to 473 K |publisher = NIST |date = 2003-06-16 |url = http://symp15.nist.gov/pdf/p175.pdf |access-date = 2007-10-09 |url-status = dead |archive-url = https://web.archive.org/web/20061009135831/http://symp15.nist.gov/pdf/p175.pdf |archive-date = 2006-10-09 }} *[https://web.archive.org/web/20070918222934/http://physchem.ox.ac.uk/MSDS/DO/dodecane.html Material Safety Data Sheet for Dodecane] *[https://web.archive.org/web/20001118022500/http://www.ars-grin.gov/cgi-bin/duke/chemical.pl?DODECANE Dodecane], Dr. Duke's Phytochemical and Ethnobotanical Databases

{{Alkanes}} {{Authority control}}

Category:Alkanes Category:Hydrocarbon solvents