Oleyl alcohol

Oleyl alcohol Basic information
Product Name:Oleyl alcohol
Synonyms:unjecol50;unjecol70;unjecol90;Oleyl alcohol, ≥99% (GC);Oleyl alcohol, technical grade, 80-85%;Oleyl alcohol, ca. 60%, technical;Oleyl alcohol, 99+%;DELTA 9 OLEYL ALCOHOL
CAS:143-28-2
MF:C18H36O
MW:268.48
EINECS:205-597-3
Product Categories:Acyclic;Alkenes;Biochemicals and Reagents;Building Blocks;Chemical Synthesis;Fatty Acids and conjugates;Biochemistry;Higher Fatty Acids & Higher Alcohols;Fatty Acyls;Fatty Alcohols;Lipids;Monoenoic fatty acids;Organic Building Blocks;Unsaturated Fatty Acids and Derivatives;Unsaturated Higher Alcohols
Mol File:143-28-2.mol
Oleyl alcohol Structure
Oleyl alcohol Chemical Properties
Melting point 0-5.0 °C (lit.)
Boiling point 207 °C/13 mmHg (lit.)
density 0.849 g/mL at 25 °C (lit.)
vapor pressure 10.64 hPa (195 °C)
FEMA 4363 | CIS-9-OCTADECENOL
refractive index n20/D 1.46(lit.)
Fp >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
Odorfatty animal
Odor Typefatty
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.
LogP7.07 at 25℃
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 Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
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 used in softening and lubrication of textile fabrics, and in the production of carbon paper, stencil paper, and printing ink. It finds application in cosmetic products viz skin creams and lotions as a thickner, hair conditioners and hair coating shampoos. It is utilized as an antifoaming agent and cutting lubricant, as the precursor for the preparation of its sulfuric ester derivatives, which are used in detergents and wetting agents. It plays a vital role in various formulations for drug delivery.
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.
General DescriptionOleyl alcohol has been reported as an effective solvent for oil/water-type tacrolimus (FK506) cream formulation, useful for atopic dermatitis treatment. It was reported as diluting agent for Alamine 336. Palm oil esters derived from oleyl alcohol, have potential applications in the cosmetic and pharmaceutical industries due to the excellent wetting behavior of the esters without the oily feel.
Flammability and ExplosibilityNonflammable
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.
DEOXYNIVALENOL UVAOL 1-Dodecanol Oleyl alcohol Pregnenolone ENOLASE Cholesteryl oleate ALPHA-HEDERIN OLEIC ANHYDRIDE Phosphoenolpyruvate carboxylase 3-Methyl-2-buten-1-ol Ethyl acetate Ursolic acid ECHINOCYSTIC ACID (+)-Cloprostenol 18β-Glycyrrhetinic Acid (-)-alpha-Terpineol alpha-Amyrin

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