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Oleyl alcohol

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Oleyl alcohol Basic information
Oleyl alcohol Chemical Properties
  • Melting point:0-5.0 °C(lit.)
  • Boiling point:207 °C13 mm Hg(lit.)
  • Density 0.849 g/mL at 25 °C(lit.)
  • vapor pressure 10.64 hPa (195 °C)
  • refractive index n20/D 1.46(lit.)
  • FEMA 4363 | CIS-9-OCTADECENOL
  • Flash point:>230 °F
  • storage temp. −20°C
  • solubility Soluble in ethanol (95%), and ether; practically insoluble in water.
  • pka15.20±0.10(Predicted)
  • form Viscous Liquid
  • color Clear almost colorless to yellow
  • Water Solubility Miscible with alcohol and ether. Slightly miscible with carbon tetrachloride. Immiscible with water.
  • Merck 14,6831
  • JECFA Number1637
  • BRN 1723962
  • Stability:Stable. Combustible. Incompatible with strong acids, strong oxidizing agents.
  • CAS DataBase Reference143-28-2(CAS DataBase Reference)
  • NIST Chemistry ReferenceOleyl Alcohol(143-28-2)
  • EPA Substance Registry System9-Octadecen-1-ol, (9Z)- (143-28-2)
Safety Information
  • Hazard Codes Xi
  • Risk Statements 38
  • Safety Statements 26-36
  • WGK Germany -
  • RTECS RG4120000
  • TSCA Yes
  • HS Code 29052990
  • Hazardous Substances Data143-28-2(Hazardous Substances Data)
  • ToxicityLD50 orally in Rabbit: > 5000 mg/kg
MSDS
Oleyl alcohol Usage And Synthesis
  • Chemical PropertiesColourless or light yellow liquid.
  • Chemical PropertiesOleyl alcohol occurs as a pale yellow oily liquid that gives off acrid fumes when heated.
  • Chemical PropertiesColorless to light yellow liquid; fatty aroma with animal undertones.
  • Usesoleyl alcohol is an emollient, solvent, viscosity-increasing agent, and carrier employed in a wide variety of cosmetic formulations including makeup, skin care, and hand and body preparations. oleyl alcohol is an unsaturated fatty alcohol found in fish oils and can also be produced synthetically. According to some sources, it is comedogenic and has a mild irritancy potential.
  • UsesChiefly in the manufacture of its sulfuric esters which are detergents and wetting agents, as an antifoam agent; metal cutting lubricant; in carbon paper, stencil paper, printing ink; as a plasticizer; for softening and lubricating textile fabrics; carrier for medicaments.
  • DefinitionChEBI: A long chain fatty alcohol that is octadecanol containing a double bond located at position 9 (the Z-geoisomer).
  • Production MethodsOleyl alcohol occurs naturally in fish oils. Synthetically, it can be prepared from butyl oleate by a Bouveault–Blanc reduction with sodium and butyl alcohol. An alternative method of manufacture is by the hydrogenation of triolein in the presence of zinc chromite.
  • brand nameWitcohol 85 (Witco); Witcohol 90 (Witco).
  • Aroma threshold valuesFatty-type, medium strength odor.
  • Pharmaceutical ApplicationsOleyl alcohol is mainly used in topical pharmaceutical formulations and has been used in transdermal delivery formulations.It has been utilized in the development of biodegradable injectable thermoplastic oligomers,and in aerosol formulations of insulin and albuterol.
    Therapeutically, it has been suggested that oleyl alcohol may exhibit antitumor properties via transmembrane permeation.
  • Safety ProfileA human skin and eye irritant. Aningredient in cosmetics. When heated to decomposition itemits acrid smoke and irritating fumes.
  • SafetyOleyl alcohol is mainly used in topical pharmaceutical formulations and is generally regarded as a nontoxic and nonirritant material at the levels employed as an excipient. However, contact dermatitis due to oleyl alcohol has been reported.
    The results of acute oral toxicity and percutaneous studies in animals with products containing 8% oleyl alcohol indicate a very low toxicity. Formulations containing 8% or 20% oleyl alcohol administered by gastric intubation, at doses up to 10 g/kg bodyweight, caused no deaths and no toxic effects in rats.
  • storageThe bulk material should be stored in a well-closed container in a cool, dry, place.
  • Purification MethodsPurify it by fractional crystallisation at -40o from acetone, then distil it under vacuum. [Beilstein 2 IV 2204.]
  • Regulatory StatusIncluded in the FDA Inactive Ingredients Database (topical emulsions and ointments). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.
Oleyl alcohol Preparation Products And Raw materials
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