1-Tetradecanol[1]
Skeletal formula
Space-filling model
Names
Preferred IUPAC name
Tetradecan-1-ol
Other names
Myristyl alcohol
Tetradecyl alcohol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.637 Edit this at Wikidata
EC Number
  • 204-000-3
KEGG
UNII
  • InChI=1S/C14H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-14H2,1H3 checkY
    Key: HLZKNKRTKFSKGZ-UHFFFAOYSA-N checkY
  • InChI=1/C14H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-14H2,1H3
    Key: HLZKNKRTKFSKGZ-UHFFFAOYAP
  • OCCCCCCCCCCCCCC
Properties
C14H30O
Molar mass 214.393 g·mol−1
Density 0.824 g/cm3
Melting point 38 °C (100 °F; 311 K)
Boiling point >260 °C
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H410
P273, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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.[2]

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.[3] 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).[2]

References

  1. ^ Merck Index, 12th Edition, 6418.
  2. ^ a b 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.

External links

Alcohols
Categories