1-Decanol

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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[edit]

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[edit]

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[edit]

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

References[edit]

  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.