1-Decanol

{{chembox

|Watchedfields = changed

|verifiedrevid = 477207517

|Reference = Merck Index, 12th Edition, 2911.

|Name = 1-Decanol

|ImageFile = 1-Decanol.png

|ImageSize = 220px

|ImageName = Skeletal formula

|ImageFile1 = 1-Decanol-3D-vdW.png

|ImageName1 = Space-filling model

|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

|Formula = C10H21OH

|MolarMass = 158.28 g/mol

|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{{Cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/1-decanol|title=1-Decanol}}

}}

|Section3={{Chembox Hazards

|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 C10H21OH. It is a colorless to light yellow viscous liquid that is insoluble in water and has an aromatic odor.{{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}} 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.{{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}}{{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}}

Safety

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

References