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1-Tetradecanol

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(Redirected from Myristyl alcohol)
1-Tetradecanol
Skeletal formula
Space-filling model
Names
Preferred IUPAC name Tetradecan-1-ol
Other names Myristyl alcohol
Tetradecyl alcohol
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.637 Edit this at Wikidata
EC Number
  • 204-000-3
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C14H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-14H2,1H3Key: HLZKNKRTKFSKGZ-UHFFFAOYSA-N
  • InChI=1/C14H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-14H2,1H3Key: HLZKNKRTKFSKGZ-UHFFFAOYAP
SMILES
  • OCCCCCCCCCCCCCC
Properties
Chemical formula C14H30O
Molar mass 214.393 g·mol
Density 0.824 g/cm
Melting point 38 °C (100 °F; 311 K)
Boiling point >260 °C
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H410
Precautionary statements P273, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

1-Tetradecanol, or commonly myristyl alcohol (from Myristica fragrans – the nutmeg plant), is a straight-chain saturated fatty alcohol, with the molecular formula CH3(CH2)12CH2OH. It is a white waxy solid that is practically insoluble in water, soluble in diethyl ether, and slightly soluble in ethanol.

Production

1-Tetradecanol may be prepared by the hydrogenation of 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. It may also be produced from petrochemical feedstocks via either the 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).

References

  1. Merck Index, 12th Edition, 6418.
  2. ^ Noweck, Klaus; Grafahrend, Wolfgang. "Fatty Alcohols". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a10_277.pub2. ISBN 978-3527306732.
  3. Kreutzer, Udo R. (February 1984). "Manufacture of Fatty Alcohols Based on Natural Fats and Oils". Journal of the American Oil Chemists' Society. 61 (2): 343–348. doi:10.1007/BF02678792. S2CID 84849226.

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Straight-chain
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C1 — C9
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C10 — C19
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C20 — C29
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Secondary
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