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)

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.

form 

Viscous Liquid

pka

15.20±0.10(Predicted)

color 

Clear almost colorless to yellow

Odor

fatty animal

Odor Type

fatty

Water Solubility 

Miscible with alcohol and ether. Slightly miscible with carbon tetrachloride. Immiscible with water.

Merck 

14,6831

JECFA Number

1637

BRN 

1723962

Stability:

Stable. Combustible. Incompatible with strong acids, strong oxidizing agents.

LogP

7.07 at 25℃

CAS DataBase Reference

143-28-2(CAS DataBase Reference)

NIST Chemistry Reference

Oleyl Alcohol(143-28-2)

EPA Substance Registry System

9-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 Data

143-28-2(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: > 5000 mg/kg

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Oleyl alcohol Usage And Synthesis

Chemical Properties

Colourless or light yellow liquid.

Chemical Properties

Oleyl alcohol occurs as a pale yellow oily liquid that gives off acrid fumes when heated.

Chemical Properties

Colorless to light yellow liquid; fatty aroma with animal undertones.

Uses

Oleyl 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.

Uses

Chiefly 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.

Uses

oleyl 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.

Definition

ChEBI: A long chain fatty alcohol that is octadecanol containing a double bond located at position 9 (the Z-geoisomer).

Production Methods

Oleyl 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 name

Witcohol 85 (Witco); Witcohol 90 (Witco).

Aroma threshold values

Fatty-type, medium strength odor.

General Description

Oleyl 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 Explosibility

Non flammable

Pharmaceutical Applications

Oleyl 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 Profile

A human skin and eye irritant. Aningredient in cosmetics. When heated to decomposition itemits acrid smoke and irritating fumes.

Safety

Oleyl 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.

storage

The bulk material should be stored in a well-closed container in a cool, dry, place.

Purification Methods

Purify it by fractional crystallisation at -40o from acetone, then distil it under vacuum. [Beilstein 2 IV 2204.]

Regulatory Status

Included 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(143-28-2)Related Product Information

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