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Oleyl alcohol

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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
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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)
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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

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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 Preparation Products And Raw materials

Raw materials

Preparation Products

Oleyl alcoholSupplier

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