View source for Chemistry:1-Tetradecanol

{{Chembox
| Verifiedfields = changed
| verifiedrevid = 477208632
|  Reference=<ref>''[[Merck Index]]'', 12th Edition, '''6418'''.</ref>
|   Name = 1-Tetradecanol
|   ImageFile = 1-tetradecanol-Line-Structure.svg
|   ImageSize = 250px
|   ImageName = Skeletal formula
|   ImageFile1 = Myristyl-alcohol-3D-vdW.png
|   ImageSize1 = 220px
|   ImageName1 = Space-filling model
|   PIN = Tetradecan-1-ol
|   OtherNames = Myristyl alcohol<br />Tetradecyl alcohol
| Section1 = {{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 112-72-1
|   ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7917
| ChEBI_Ref = {{ebicite|correct|EBI}} 
| ChEBI = 77417
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 24022
| EINECS = 204-000-3
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D05097
| PubChem = 8209
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = V42034O9PU
| InChI = 1/C14H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-14H2,1H3
| InChIKey = HLZKNKRTKFSKGZ-UHFFFAOYAP
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C14H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-14H2,1H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = HLZKNKRTKFSKGZ-UHFFFAOYSA-N
|   SMILES = OCCCCCCCCCCCCCC
}}
| Section2 = {{Chembox Properties
|   C=14 | H = 30 | O = 1 
|   Density = 0.824 g/cm<sup>3</sup>
|   MeltingPtC = 38
|   BoilingPt = >260 °C
  }}
| Section7={{Chembox Hazards
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|410}}
| PPhrases = {{P-phrases|273|391|501}}
 }}
}}

'''1-Tetradecanol''', or commonly '''myristyl alcohol''' (from ''Myristica fragrans'' – the [[Biology:Nutmeg|nutmeg]] plant), is a straight-chain [[Chemistry:Saturated and unsaturated compounds|saturated]] [[Chemistry:Fatty alcohol|fatty alcohol]], with the molecular formula CH<sub>3</sub>(CH<sub>2</sub>)<sub>12</sub>CH<sub>2</sub>OH.  It is a white waxy solid that is practically insoluble in water, soluble in [[Chemistry:Diethyl ether|diethyl ether]], and slightly soluble in [[Chemistry:Ethanol|ethanol]].<ref name=Ullmann>{{Ullmann|first1=Klaus|last1=Noweck|first2=Wolfgang|last2=Grafahrend|title=Fatty Alcohols|doi=10.1002/14356007.a10_277.pub2}}</ref>

==Production==
1-Tetradecanol may be prepared by the [[Chemistry:Hydrogenation|hydrogenation]] of [[Chemistry:Myristic acid|myristic acid]] (or its esters); myristic acid itself can be found in nutmeg (from where it gains its name) but is also present in palm kernel oil and coconut oil and it is from these that the majority of 1-tetradecanol is produced.<ref>{{cite journal|last1=Kreutzer|first1=Udo R.|title=Manufacture of Fatty Alcohols Based on Natural Fats and Oils|journal=Journal of the American Oil Chemists' Society|date=February 1984|volume=61|issue=2|pages=343–348|doi=10.1007/BF02678792|s2cid=84849226}}</ref> It may also be produced from petrochemical feedstocks via either the [[Chemistry:Ziegler process|Ziegler process]].

==Uses==
As with other fatty alcohols, 1-tetradecanol is used as an ingredient in cosmetics such as cold creams for its emollient properties.  It is also used as an intermediate in the chemical synthesis of other products such as surfactants.

==Toxicity==
Like other fatty alcohols, myristyl alcohol has very low acute toxicity, with LD50 >5000 mg/kg (oral, rat).<ref name=Ullmann/>

==References==
{{reflist}}

==External links==
*{{cite web |title=MSDS Number: ALCH414-1 |url=http://www.pgchemicals.com/resources/msds/CO1495_CO1498.pdf |archiveurl=https://web.archive.org/web/20060311040153/http://www.pgchemicals.com/resources/msds/CO1495_CO1498.pdf |archivedate=2006-03-11 |publisher=Procter and Gamble Chemicals |date=2002-06-17 }} (MSDS for 1-tetradecanol / Myristyl Alcohol)

{{alcohols}}

{{DEFAULTSORT:Tetradecanol, 1-}}
[[Category:Fatty alcohols]]
[[Category:Cosmetics chemicals]]
[[Category:Primary alcohols]]
[[Category:Alkanols]]

{{Sourceattribution|1-Tetradecanol}}