1-Decanol

{{chembox |Watchedfields = changed |verifiedrevid = 477207517 |Reference = <ref>''Merck Index'', 12th Edition, '''2911'''.</ref> |Name = 1-Decanol |ImageFile = 1-Decanol.png |ImageSize = 220px |ImageClass = skin-invert |ImageName = Skeletal formula |ImageFile1 = 1-Decanol-3D-vdW.png |ImageName1 = Space-filling model |ImageClass1 = bg-transparent |PIN = Decan-1-ol |OtherNames = decyl alcohol ''n''-decyl alcohol capric alcohol epal 10 antak agent 504 |Section1={{Chembox Identifiers |ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |ChEBI_Ref = {{ebicite|correct|EBI}} |ChEBI = 28903 |ChemSpiderID = 7882 |UNII_Ref = {{fdacite|correct|FDA}} |UNII = 89V4LX791F |KEGG_Ref = {{keggcite|correct|kegg}} |KEGG = C01633 |InChI = 1/C10H21OH/c1-2-3-4-5-6-7-8-9-10-11/h11H,2-10H2,1H3 |InChIKey = MWKFXSUHUHTGQN-UHFFFAOYAN |ChEMBL_Ref = {{ebicite|correct|EBI}} |ChEMBL = 25363 |StdInChI_Ref = {{stdinchicite|correct|chemspider}} |StdInChI = 1S/C10H21OH/c1-2-3-4-5-6-7-8-9-10-11/h11H,2-10H2,1H3 |StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |StdInChIKey = MWKFXSUHUHTGQN-UHFFFAOYSA-N |CASNo_Ref = {{cascite|correct|CAS}} |CASNo = 112-30-1 |SMILES = OCCCCCCCCCC |PubChem = 8174 }} |Section2={{Chembox Properties |C=10|H=22|O=1 |Density = 0.8297 g/cm3 |Viscosity = 12.048 mPa.s (@ 25 °C) |LogP = 4.57 |MeltingPtC = 6.4 |BoilingPtC = 232.9 |Appearance = Viscous liquid |Solubility = 37 mg/L at 25°C<ref>{{Cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/1-decanol|title=1-Decanol}}</ref> }} |Section3={{Chembox Hazards |GHSPictograms = {{GHS07}}{{GHS09}} |GHSSignalWord = Warning |HPhrases = {{H-phrases|315|319|411|412}} |PPhrases = {{P-phrases|264|264+265|273|280|302+352|305+351+338|321|332+317|337+317|362+364|391|501}} |NFPA-H = 2 |NFPA-F = 2 |NFPA-R = 0 |FlashPtC = 108 |ExternalSDS = [http://ptcl.chem.ox.ac.uk/MSDS/DE/decyl_alcohol.html Oxford MSDS] }} }}

'''1-Decanol''' is a straight chain fatty alcohol with ten carbon atoms and the molecular formula {{chem2|C10H22O|auto=1}} or {{chem2|CH3(CH2)9OH}}. It is a colorless to light yellow viscous liquid that is insoluble in water and has an aromatic odor.<ref>{{Cite web|title=Material Safety Data Sheet - Decyl alcohol, 99%|url=https://fscimage.fishersci.com/msds/11356.htm|url-status=live|archive-url=https://archive.today/20210901171536/https://fscimage.fishersci.com/msds/11356.htm|archive-date=2021-09-01|access-date=2021-09-01|website=fscimage.fishersci.com}}</ref> The interfacial tension against water at 20 °C is 8.97 mN/m.

==Production== Decanol can be prepared by the hydrogenation of decanoic acid, which occurs in modest quantities in coconut oil (about 10%) and palm kernel oil (about 4%). It may also be produced synthetically via the Ziegler process.

==Uses== Decanol is used in the manufacture of plasticizers, lubricants, surfactants and solvents. Its ability to permeate the skin has led to it being investigated as a penetration enhancer for transdermal drug delivery.<ref>{{cite journal|last1=Kanikkannan|first1=N|last2=Singh|first2=Mandip|title=Skin permeation enhancement effect and skin irritation of saturated fatty alcohols|journal=International Journal of Pharmaceutics|date=November 2002|volume=248|issue=1–2|pages=219–228|doi=10.1016/S0378-5173(02)00454-4|pmid=12429475}}</ref><ref>{{cite journal|last1=Williams|first1=Adrian C|last2=Barry|first2=Brian W|title=Penetration enhancers|journal=Advanced Drug Delivery Reviews|date=March 2004|volume=56|issue=5|pages=603–618|doi=10.1016/j.addr.2003.10.025|pmid=15019749}}</ref>

==Safety== Like other medium chain fatty alcohols, 1-decanol is able to permeate the skin which can lead to irritation.

==References== {{Reflist}}

{{DEFAULTSORT:Decanol, 1-}} Category:Fatty alcohols Category:Primary alcohols Category:Alkanols Category:Decyl compounds