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1-Decanol

From Wikipedia, the free encyclopedia
(Redirected from Decanol)
1-Decanol[1]
Skeletal formula
Skeletal formula
Space-filling model
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)
Abbreviations DeO
n-DeOH
nDeOH
nDeOH
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
C10H22O
Molar mass 158.285 g·mol−1
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 25°C[2]
log P 4.57
Viscosity 12.048 mPa.s (@ 25 °C)
Hazards
GHS labelling:
GHS07: Exclamation markGHS09: Environmental hazard
Warning
H315, H319, H411, H412
P264, P264+P265, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P391, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
2
0
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).
checkY verify (what is checkYX markN ?)

1-Decanol is a straight chain fatty alcohol with ten carbon atoms and the molecular formula C10H22O or CH3(CH2)9OH. 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. Retrieved 2021-09-01.{{cite web}}: CS1 maint: deprecated archival service (link)
  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.