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A long chain fatty alcohol that is octadecanol containing a double bond located at position 9 (the Z-geoisomer).
A surfactant with an uncharged hydrophilic headgroup.
Cis-9-octadecen-1-ol has role metabolite.
Cis-9-octadecen-1-ol has role nonionic surfactant.
CAS Number: 143-28-2
EC Number: 205-597-3
IUPAC Name: (Z)-Octadec-9-en-1-ol
Chemical Formula: C18H36O
Other names: (9Z)-9-octadecen-1-ol, (9Z)-octadecen-1-ol, (Z)-9-octadecen-1-ol, (Z)-9-octadecenol, (Z)-octadec-9-en-1-ol, cis-9-octadecen-1-ol, cis-9-octadecenol, cis-9-octadecenyl alcohol, cis-9-Octadecen-1-ol, cis-9-Octadecenyl Alcohol, Adol 320, Adol 85, Atalco O, Cachalot O-1, Conditioner 1, Crodacol-O, Dermaffine, HD-Ocenol 90/95, Loxanol M, Loxanol 95, Ocenol, Oleic alcohol, Oleo alcohol, Oleol, Satol, Sipol O, Siponol OC, (Z)-9-Octadecen-1-ol, Adol 330, Adol 34, Adol 340, Adol 80, Adol 90, Cachalot O-15, Cachalot O-3, Cachalot O-8, Crodacol A.10, H.D. eutanol, HD oleyl alcohol CG, HD oleyl alcohol 70/75, HD oleyl alcohol 80/85, HD oleyl alcohol 90/95, HD-Ocenol K, Lancol, Novol, Oceol, Unjecol 110, Unjecol 50, Unjecol 70, Unjecol 90, Oleyl alcohol, 9-Octadecen-1-ol, cis-, Olive alcohol, cis-Δ9-Octadecenol, HD-Eutanol, Octadec-9-en-1-ol, (Z)-, Octadec-9Z-enol, (Z)-9-octadecenol, 9-Octadecen-1-ol, (9Z)-, Unjecol 90N, Unjecol 90NR, Octadeca-9-cis-en-1-ol, Anjecol 90N, Anjecol 90NR, 9-Octadecen-1-ol, Emery 3312, Emery 3317, Fancol OA-95, HD-Echelon 90/95, Lipocol O, Octadec-9-en-1-ol, (9Z)-9-Octadecen-1-ol, (Z)-octadec-9-enol, 9-Octadecen-1-ol, (9Z)-, 9-Octadecen-1-ol, cis-, Adol 330, Adol 34, Adol 340, Adol 80, Adol 90, Anjecol 90N, Anjecol 90NR, Atalco O, Cachalot O-1, Cachalot O-15, Cachalot O-3, Cachalot O-8, Conditioner 1, Crodacol A.10, Crodacol-O, Dermaffine, Emery 3312, Emery 3317, Fancol OA-95, H.D. eutanol, HD oleyl alcohol 70/75, HD oleyl alcohol 80/85, HD oleyl alcohol 90/95, HD oleyl alcohol CG, HD-Echelon 90/95, HD-Eutanol, HD-Ocenol 90/95, HD-Ocenol K, Lancol, Lipocol O, Loxanol 95, Loxanol M, Novol, Ocenol, Oceol, Octadec-9-en-1-ol, Octadec-9-en-1-ol, (Z)-, Octadec-9Z-enol, Octadeca-9-cis-en-1-ol, Oleic alcohol, Oleo alcohol, Oleol, Oleyl alcohol, Olive alcohol, Satol, Sipol O, Siponol OC, cis-9-Octadecen-1-ol, cis-9-Octadecenyl Alcohol, cis-Δ9-Octadecenol
Cis-9-octadecen-1-ol is a fatty alcohol 18:1.
Cis-9-octadecen-1-ol is a long-chain primary fatty alcohol.
Cis-9-octadecen-1-ol is an unsaturated fatty alcohol with the molecular formula C18H36O or the condensed structural formula CH3(CH2)7−CH=CH−(CH2)8OH.
Cis-9-octadecen-1-ol has been investigated as a carrier for delivering medications through the skin or mucus membranes.
Cis-9-octadecen-1-ol is a long chain fatty alcohol that is octadecanol containing a double bond located at position 9 (the Z-geoisomer).
Cis-9-octadecen-1-ol has a role as a nonionic surfactant and a metabolite.
Cis-9-octadecen-1-ol is a long-chain primary fatty alcohol and a fatty alcohol 18:1.
Cis-9-octadecen-1-ol contains substantial amounts of unsaturation (50--55 I.V.) as well as high amounts of saturated alcohol.
Cis-9-octadecen-1-ol contains substantial amounts of unsaturation (70-75 I.V.) while still being a very cost effective base alcohol for ethoxylation and esterification reactions.
A liquid fatty alcohol that provides a smooth non oily feel in formulations.
Cis-9-octadecen-1-ol is a non-ionic, unsaturated fatty alcohol.
Cis-9-octadecen-1-ol is a long-chain aliphatic alcohol that occurs naturally in fish oils.
Cis-9-octadecen-1-ol prepared by synthetic reduction of plant-derived oleic acid.
Cis-9-octadecen-1-ol is a non-ionic, unsaturated fatty alcohol.
Cis-9-octadecen-1-ol is found in fish oils and inedible beef fat.
Cis-9-octadecen-1-ol belongs to the family of fatty alcohols.
Belongs to the class of organic compounds known as long-chain fatty alcohols.
Present in fish oils
Colourless to light yellow liquid; Fatty aroma with animal undertones
soluble in non-polar organic solvents
Miscible with alcohol and ether.
Slightly miscible with carbon tetrachloride.
Immiscible with water.
Oleyl Alcohol is also known as cis-9-octadecen-1-ol.
Cis-9-octadecen-1-ol is a non-ionic, unsaturatedfatty alcohol, a long-chain aliphatic alcohol that occurs naturally in fish oils.
Cis-9-octadecen-1-ol prepared by synthetic reduction of plant-derived oleic acid.
Cis-9-octadecen-1-ol is an unsaturated fatty alcohol found in fish oils and can also be produced synthetically.
Cis-9-octadecen-1-ol occurs as a pale yellow oily liquid that gives off acrid fumes when heated.
Colorless to light yellow liquid; fatty aroma with animal undertones.
A long chain fatty alcohol that is octadecanol containing a double bond located at position 9 (the Z-geoisomer).
Cis-9-octadecen-1-ol is an unsaturated fatty alcohol found in fish oils and can also be produced synthetically.
USES and APPLICATIONS of CIS-9-OCTADECEN-1-OL:
Cis-9-octadecen-1-ol is a colorless oil, mainly used in cosmetics.
Cis-9-octadecen-1-ol has uses as a nonionic surfactant, emulsifier, emollient and thickener in skin creams, lotions and many other cosmetic products including shampoos and hair conditioners.
Cis-9-octadecen-1-ol provides exceptionally high levels of unsaturation for specialty ethoxylation and esterification reactions.
The most cost effective commericial base alcohol for ethoxylation and esterification reactions.
Cis-9-octadecen-1-ol is a natural fatty alcohol that can be used as a coupling agent, plasticizer for hair sprays, emulsion stabilizer and lubricant for aerosols.
Used as raw materials for organic synthesis, special surfactants, can be used for the production of oil additives, cold-resistant auxiliary plasticizers, lubricants and solvents
Cis-9-octadecen-1-ol, is an unsaturated fatty alcohol, that can be used a nonionic surfactant, emulsifier, emollient and thickener in skin creams, lotions and many other cosmetic products.
Cis-9-octadecen-1-ol can be used in large scale applications as the softening and lubrication of textile fabrics, and in production of carbon paper, stencil paper and printing ink.
Cis-9-octadecen-1-ol also utilized as an antifoam agent and cutting lubricant.
Cis-9-octadecen-1-ol also known as precursor for the preparation of its sulfuric ester derivatives, which are used in detergents and wetting agents.
Cis-9-octadecen-1-ol has also been incorporated into various formulations for drug delivery.
Cis-9-octadecen-1-ol can also be used as a non-ionicsurfactant, emulsifier, emollient and thickener in skin creams, lotions and many othercosmetic products.
Cis-9-octadecen-1-ol also used as plasticizer for softening fabrics, surfactant and hair coating in shampoos and hair conditioners, and a carrier for medications.
Cis-9-octadecen-1-ol is an emulsion stabilizer, antifoam agent, detergent, and release agent for food applications.
Used to make cis-9-octadecen-1-ol's sulfuric esters (detergents and wetting agents) and in carbon paper, stencil paper, printing inks, and bath oils.
Used as metal cutting lubricant, plasticizer, softener and lubricant for textiles, carrier for medicaments, thickener in hair colorants, solvent for fragrances, and emulsifying, opacifying, antifoam, and viscosity increasing agent.
Cis-9-octadecen-1-ol can be used in large scale applications as the softening and lubrication of textile fabrics, and in production of carbon paper,stencil paper, and printing ink.
Cis-9-octadecen-1-ol also utilized as an antifoam agent and cutting lubricant.
Cis-9-octadecen-1-ol also known as precursor for the preparation of cis-9-octadecen-1-ol's sulfuric ester derivatives, which are used in detergents and wetting agents.
Cis-9-octadecen-1-ol has also been incorporated into various formulations for drug delivery.
Cis-9-octadecen-1-ol can also be used as a non-ionicsurfactant, emulsifier, emollient and thickener in skin creams, lotions and many othercosmetic products.
Cis-9-octadecen-1-ol also used as plasticizer for softening fabrics, surfactant and hair coating in shampoos and hair conditioners, and a carrier for medications.
Cis-9-octadecen-1-ol has been reported as an effective solvent for oil/water-type tacrolimus (FK506) cream formulation, useful for atopic dermatitis treatment.
Cis-9-octadecen-1-ol was reported as diluting agent for Alamine 336.
Palm oil esters derived from cis-9-octadecen-1-ol, have potential applications in the cosmetic and pharmaceutical industries due to the excellent wetting behavior of the esters without the oily feel.
Cis-9-octadecen-1-ol is used in largescale applications as the softening and lubrication of textile fabrics, and the production of carbon paper, stencil paper, and printing ink.
Cis-9-octadecen-1-ol is also utilized as an antifoam agent and cutting lubricant.
Cis-9-octadecen-1-olalso is a precursor for the preparation of its sulfuric ester derivatives, which are used in detergents and wetting agents.
Cis-9-octadecen-1-ol has also been incorporated into various formulations for drug delivery.
Cis-9-octadecen-1-ol 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.
Cis-9-octadecen-1-ol is used in softening and lubrication of textile fabrics, and in the production of carbon paper, stencil paper, and printing ink.
Cis-9-octadecen-1-ol finds application in cosmetic products viz skin creams and lotions as a thickner, hair conditioners and hair coating shampoos.
Cis-9-octadecen-1-ol is utilized as an antifoaming agent and cutting lubricant, as the precursor for the preparation of Cis-9-octadecen-1-ol's sulfuric ester derivatives, which are used in detergents and wetting agents.
Cis-9-octadecen-1-ol plays a vital role in various formulations for drug delivery.
Chiefly in the manufacture of cis-9-octadecen-1-ol's 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.
Cis-9-octadecen-1-ol 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.
PRODUCTION of CIS-9-OCTADECEN-1-OL:
Cis-9-octadecen-1-ol can be produced by the hydrogenation of oleic acid esters by Bouveault–Blanc reduction, which avoids reduction of the C=C group (as would occur with usual catalytic hydrogenation).
The required oleate esters are obtained from beef fat, fish oil, and, in particular, olive oil (from which it gains its name).
The original procedure was reported by Louis Bouveault in 1904 and subsequently refined.
Cis-9-octadecen-1-ol occurs naturally in fish oils.
Synthetically, cis-9-octadecen-1-ol 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.
ALTERNATIVE PARENTS of CIS-9-OCTADECEN-1-OL:
Primary alcohols
Hydrocarbon derivatives
SUBSTITUENTS of CIS-9-OCTADECEN-1-OL:
Long chain fatty alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound
PHYSICAL and CHEMICAL PROPERTIES of CIS-9-OCTADECEN-1-OL:
Molecular weight: 268.4778
Density: 0.845-0.855 g/cm3
Melting point: 13 to 19 °C (55 to 66 °F; 286 to 292 K)
Boiling point: 330 to 360 °C (626 to 680 °F; 603 to 633 K)
Solubility in water: Insoluble
Vapor pressure: 10.64 hPa ( 195 °C)
Assay: ≥80.0% (GC)
Form: liquid
Potency: >5000 mg/kg LD50, oral (Rat)
Bp: 330-360 °C/1013 hPa
Mp: 2-12 °C
Transition temp: flash point 190 °C
Storage temp.: 2-30°C
Appearance Form: oily to liquid
Color: colorless
Melting point/freezing point: 6,5 - 19 °C at 1.013 hPa
Initial boiling point and boiling range: 207 °C at 17 hPa
Flash point: 170 °C - closed cup
ΔfG°: 44.08 kJ/mol
ΔfH°gas: -449.86 kJ/mol
ΔfusH°: 46.67 kJ/mol
ΔvapH°: 119.30 kJ/mol
logPoct/wat: 6.016
Pc: 1273.69 kPa
Tboil: 480.20 K
Tboil: 480.00 K
Tboil: 480.70 K
Tc: 874.01 K
Tfus: 309.00 ± 2.00 K
Tfus: 273.15 ± 3.00 K
Vc: 1.042 m3/kg-mol
FIRST AID MEASURES of CIS-9-OCTADECEN-1-OL:
If inhaled:
After inhalation:
Fresh air.
In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with water/ shower.
In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Remove contact lenses.
If swallowed:
After swallowing:
Make victim drink water (two glasses at most).
Consult doctor.
ACCIDENTAL RELEASE MEASURES of CIS-9-OCTADECEN-1-OL:
Environmental precautions:
Do not let product enter drains.
Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Take up with liquid-absorbent material.
Dispose of properly.
Clean up affected area.
FIRE FIGHTING MEASURES of CIS-9-OCTADECEN-1-OL:
Extinguishing media:
Suitable extinguishing media:
Carbon dioxide (CO2) Foam Dry powder
Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
EXPOSURE CONTROLS/PERSONAL PROTECTION of CIS-9-OCTADECEN-1-OL:
Control parameters:
Ingredients with workplace control parameters:
Exposure controls:
Personal protective equipment:
Eye/face protection:
Safety glasses.
Skin protection:
Full contact:
Material: Nitrile rubber
Minimum layer thickness: 0,4 mm
Break through time: 480 min
Splash contact:
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 30 min
Respiratory protection:
Not required.
Control of environmental exposure:
Do not let product enter drains.
HANDLING and STORAGE of CIS-9-OCTADECEN-1-OL:
Conditions for safe storage, including any incompatibilitiesÇ
Storage conditions:
Tightly closed.
Recommended storage temperature see product label.
Specific end use(s):
No other specific uses are stipulated.
STABILITY and REACTIVITY of CIS-9-OCTADECEN-1-OL:
Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
Possibility of hazardous reactions: No data available
