1-Tetradecanol

1-Tetradecanol[1]
Skeletal formula
Space-filling model
Names
Preferred IUPAC name
Tetradecan-1-ol
Other names
Myristyl alcohol
Tetradecyl alcohol
Identifiers
CAS Number
  • 112-72-1 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:77417 checkY
ChEMBL
  • ChEMBL24022 checkY
ChemSpider
  • 7917 checkY
ECHA InfoCard 100.003.637 Edit this at Wikidata
EC Number
  • 204-000-3
KEGG
  • D05097 checkY
PubChem CID
  • 8209
UNII
  • V42034O9PU checkY
CompTox Dashboard (EPA)
  • DTXSID9026926 Edit this at Wikidata
InChI
  • 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
Chemical formula
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:
Pictograms
GHS07: Exclamation mark
Warning
Hazard statements
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 ?)
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.[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

  • "MSDS Number: ALCH414-1" (PDF). Procter and Gamble Chemicals. 2002-06-17. Archived from the original (PDF) on 2006-03-11. (MSDS for 1-tetradecanol / Myristyl Alcohol)
  • v
  • t
  • e
Alcohols
By consumption
Alcohols found in
alcoholic drinks
Medical alcohol
Toxic alcohols
Primary
alcohols (1°)
Methanol
Ethanol
Butanol
Straight-chain
saturated
C1 — C9
Straight-chain
saturated
C10 — C19
Straight-chain
saturated
C20 — C29
Straight-chain
saturated
C30 — C39
  • 1-Triacontanol (melissyl / myricyl)
  • 1-Hentriacontanol
  • 1-Dotriacontanol (lacceryl)
  • 1-Tritriacontanol
  • 1-Tetratriacontanol (geddyl)
  • 1-Pentatriacontanol
  • 1-Hexatriacontanol
  • 1-Heptatriacontanol
  • 1-Octatriacontanol
  • 1-Nonatriacontanol
Straight-chain
saturated
C40 — C49
  • 1-Tetracontanol
  • 1-Hentetracontanol
  • 1-Dotetracontanol
  • 1-Tritetracontanol
  • 1-Tetratetracontanol
  • 1-Pentatetracontanol
  • 1-Hexatetracontanol
  • 1-Heptatetracontanol
  • 1-Octatetracontanol
  • 1-Nonatetracontanol
Secondary
alcohols (2°)Tertiary
alcohols (3°)
Hydric alcohols
Monohydric alcohols
Dihydric alcohols
Trihydric alcohols
Polyhydric alcohols (sugar alcohols)
Amyl alcoholsAromatic alcoholsSaturated
fatty alcoholsBranched and
unsaturated
fatty alcohols
Sugar alcohols
C1 — C7
Deoxy sugar
alcohols
Cyclic sugar
alcohols
Glycylglycitols
Terpene alcohols
Monoterpene
alcohols
Sesquiterpene
alcohols
Diterpene
alcohols
DialcoholsTrialcoholsSterolsFluoroalcoholsPreparationsReactions
  • Category