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Revision as of 13:22, 9 August 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:Wi← Previous edit Latest revision as of 20:53, 18 March 2023 edit undoDabed (talk | contribs)Extended confirmed users4,200 edits See also: +Perillaldehyde Tag: Visual edit 
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{{chembox {{Chembox
| Verifiedfields = changed
| verifiedrevid = 443867688
| Watchedfields = changed
| References=<ref></ref>
| verifiedrevid = 443869216
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile = Eicosane.png | ImageFile = Eicosane.png
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageSize = 290px
| ImageSize = 300
| ImageName = Skeletal formula of icosane
| ImageAlt = Structural formula of icosane
| ImageFile1 = Icosane-3D-balls.png
| ImageFile1 = Icosane 3D ball.png
| ImageSize1 = 300px
| ImageFile1_Ref = {{chemboximage|correct|??}}
| ImageName1 = Ball-and-stick model of icosane
| ImageSize1 = 300
| IUPACName=Icosane
| ImageAlt1 = Ball and stick model of the icosane molecule
| OtherNames=Didecyl<br>''n''-Eicosane
| PIN = Icosane<ref>{{cite book |author=] |date=2014 |title=Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 |publisher=] |pages=59 |doi=10.1039/9781849733069 |isbn=978-0-85404-182-4}}</ref>
| Section1={{Chembox Identifiers
| OtherNames = Eicosane
| InChIKey = CBFCDTFDPHXCNY-UHFFFAOYAJ
|Section1={{Chembox Identifiers
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| CASNo = 112-95-8
| StdInChI = 1S/C20H42/c1-3-5-7-9-11-13-15-17-19-20-18-16-14-12-10-8-6-4-2/h3-20H2,1-2H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = CBFCDTFDPHXCNY-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| PubChem = 8222
| CASNo=112-95-8
| ChemSpiderID = 7929
| PubChem=8222
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| EINECS=204-018-1
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 3AYA9KEC48 | UNII = 3AYA9KEC48
| ChEBI_Ref = {{ebicite|correct|EBI}} | UNII_Ref = {{fdacite|correct|FDA}}
| EINECS = 204-018-1
| MeSHName = eicosane
| ChEBI = 43619 | ChEBI = 43619
| ChEBI_Ref = {{ebicite|correct|EBI}}
| SMILES = C(CCCCCCCCCCCCCCCCC)CC
| ChEMBL = 1233983
| InChI=1/C20H42/c1-3-5-7-9-11-13-15-17-19-20-18-16-14-12-10-8-6-4-2/h3-20H2,1-2H3
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| Beilstein = 1700722
| ChemSpiderID=7929
| SMILES = CCCCCCCCCCCCCCCCCCCC
}}
| StdInChI = 1S/C20H42/c1-3-5-7-9-11-13-15-17-19-20-18-16-14-12-10-8-6-4-2/h3-20H2,1-2H3
| Section2={{Chembox Properties
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| Formula=C<sub>20</sub>H<sub>42</sub>
| StdInChIKey = CBFCDTFDPHXCNY-UHFFFAOYSA-N
| MolarMass=282.5475 g/mol
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| Appearance=Colorless crystals or wax-like solid
| Density=
| MeltingPtC=36.7
| BoilingPtC=342.7
| Solubility=Insoluble
}}
| Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| Autoignition=
}}
}} }}
|Section2={{Chembox Properties
| C=20 | H=42
| Appearance = Colorless, waxy crystals
| Odor = Odorless
| MeltingPtK = 309 to 311
| BoilingPtK = 616.2
| LogP = 10.897
| HenryConstant = 31 μmol Pa<sup>−1</sup> kg<sup>−1</sup>
}}
|Section3={{Chembox Thermochemistry
| Entropy = 558.6 J K<sup>−1</sup> mol<sup>−1</sup>
| HeatCapacity = 602.5 J K<sup>−1</sup> mol<sup>−1</sup> (at 6.0&nbsp;°C)
}}
|Section4={{Chembox Hazards
| FlashPt = >
| FlashPtC = 113
| NFPA-F = 1
| NFPA-H = 0
| NFPA-R = 0
}}
|Section5={{Chembox Related
| OtherFunction_label = alkanes
| OtherFunction = {{Unbulleted list|]|]}}
}}
}}
'''Icosane''' (alternative spelling '''eicosane''') is an ] with the ] C<sub>20</sub>H<sub>42</sub>. It has 366,319 ]s.


Icosane has little use in the ], as its high ] makes it an inefficient fuel. ''n''-Icosane (the straight-chain structural ] of icosane) is the shortest compound found in ]es used to form candles.
'''Icosane''' (also known by the name '''eicosane''' or as '''didecyl''') is an ] with the ] C<sub>20</sub>H<sub>42</sub>. It has 366,319 ]s.


Icosane's size, state or chemical inactivity does not exclude it from the traits its smaller alkane counterparts have. It is a colorless, non-polar ], nearly unreactive except when it burns. It is less dense than and insoluble in water. Its non-polar trait means it can only perform weak ] bonding (]/]s).
Icosane has little use in the ] industry, as its high ] makes it an inefficient fuel. Due to its chemical inactivity, ''n''-icosane (the straight-chain structural ] of icosane) is part of the ] group, and is the shortest molecule in the ] used to form candles.

Icosane's size, state or chemical inactivity does not exclude it from the traits its smaller alkane counterparts have. It is a colorless, less dense than water, non-polar ], nearly non-reactive unless combusted, and insoluble in water. Its non-polar trait means it can only perform weak ] bonding (]/]s).


Icosane's phase transition at a moderate temperature makes it a candidate ], or PCM which can be used to store thermal energy and control temperature. Icosane's phase transition at a moderate temperature makes it a candidate ], or PCM which can be used to store thermal energy and control temperature.

It can be detected in the body odor of persons suffering from ].<ref>{{cite journal |last1= Trivedi|first1= Drupad K.|last2= Sinclair|first2= Eleanor|last3= Xu|first3= Yun|last4= Sarkar|first4= Depanjan|last5= Walton-Doyle|first5= Caitlin|last6= Liscio|first6= Camilla|last7= Banks|first7= Phine|last8= Milne|first8= Joy|last9= Silverdale|first9= Monty|last10= Kunath|first10= Tilo|last11= Goodacre|first11= Royston|last12= Barran|first12= Perdita|title= Discovery of Volatile Biomarkers of Parkinson's Disease from Sebum|journal= ACS Central Science|year= 2019|volume= 5|issue= 4|pages= 599–606|doi=10.1021/acscentsci.8b00879 |pmid= 31041379|pmc= 6487537}}</ref>


==Naming== ==Naming==
IUPAC currently recommends '''icosane''',<ref name=IUPAC1>{{cite web|url=http://www.acdlabs.com/iupac/nomenclature/93/r93_328.htm|title=Table 11 Basic numerical terms (multiplying affixes)|publisher=]|accessdate=2011-02-16}}</ref> whereas ] and ] use '''eicosane'''.<ref name=IUPAC2>{{cite web|url=http://www.acdlabs.com/iupac/nomenclature/93/r93_332.htm|title=Footnote for Table 11|publisher=]|accessdate=2011-02-16}}</ref> IUPAC currently recommends '''icosane''',<ref name=IUPAC1>{{cite web|url=http://www.acdlabs.com/iupac/nomenclature/93/r93_328.htm|title=Table 11 Basic numerical terms (multiplying affixes)|publisher=]|access-date=2011-02-16}}</ref> whereas ] and ] use '''eicosane'''.<ref name=IUPAC2>{{cite web|url=http://www.acdlabs.com/iupac/nomenclature/93/r93_332.htm|title=Footnote for Table 11|publisher=]|access-date=2011-02-16}}</ref>

== See also ==

* ]


==References== ==References==
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==External links== ==External links==
* at Dr. Duke's Phytochemical and Ethnobotanical Databases * at Dr. Duke's Phytochemical and Ethnobotanical Databases
{{Alkanes}}

{{alkanes}}


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