1-Decanol

1-Decanol[1]
Skeletal formula
Space-filling model
Names
Preferred IUPAC name
Decan-1-ol
Other names
decyl alcohol
n-decyl alcohol
capric alcohol
epal 10
antak
agent 504
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.597 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C10H21OH/c1-2-3-4-5-6-7-8-9-10-11/h11H,2-10H2,1H3 checkY
    Key: MWKFXSUHUHTGQN-UHFFFAOYSA-N checkY
  • InChI=1/C10H21OH/c1-2-3-4-5-6-7-8-9-10-11/h11H,2-10H2,1H3
    Key: MWKFXSUHUHTGQN-UHFFFAOYAN
  • OCCCCCCCCCC
Properties
C10H21OH
Molar mass 158.28 g/mol
Appearance Viscous liquid
Density 0.8297 g/cm3
Melting point 6.4 °C (43.5 °F; 279.5 K)
Boiling point 232.9 °C (451.2 °F; 506.0 K)
37 mg/L at 20°C[2]
log P 4.57
Viscosity 12.048 mPa.s (@ 25 °C)
Hazards
Flash point 108 °C (226 °F; 381 K)
Safety data sheet (SDS) Oxford MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[3] 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.[4][5]

Safety

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

References

  1. ^ Merck Index, 12th Edition, 2911.
  2. ^ "1-Decanol".
  3. ^ "Material Safety Data Sheet - Decyl alcohol, 99%". fscimage.fishersci.com. Archived from the original on 2021-09-01. Retrieved 2021-09-01.
  4. ^ Kanikkannan, N; Singh, Mandip (November 2002). "Skin permeation enhancement effect and skin irritation of saturated fatty alcohols". International Journal of Pharmaceutics. 248 (1–2): 219–228. doi:10.1016/S0378-5173(02)00454-4. PMID 12429475.
  5. ^ Williams, Adrian C; Barry, Brian W (March 2004). "Penetration enhancers". Advanced Drug Delivery Reviews. 56 (5): 603–618. doi:10.1016/j.addr.2003.10.025. PMID 15019749.