Share This:

Chemical Properties

CAS Registry Number: 112-80-1

Selected information from two of the National Library of Medicine's databases: ChemIDPlus2 and HSDB3.

Names 1

  • (Z)-9-Octadecanoic Acid
  • Oleic acid

Structure

Chemical Structure for Chemical Abstracts Service Registry Number 112-80-1 from NLM

Synonyms (Sources: NTP,HSDB,RTECS,MESH)2

  • 4-02-00-01641 (Beilstein Handbook Reference)
  • Acide oleique [French]
  • BRN 1726542
  • Emersol 210
  • Emersol 211
  • Emersol 213
  • Emersol 220 white oleic acid
  • Emersol 221 low titer white oleic acid
  • Emersol 233LL
  • Emersol 6321
  • FEMA Number 2815
  • Glycon RO
  • Glycon WO
  • Groco 2
  • Groco 4
  • Groco 5L
  • Groco 6
  • HSDB 1240
  • HY-Phi 1055
  • HY-Phi 1088
  • HY-Phi 2066
  • HY-Phi 2088
  • HY-Phi 2102
  • Industrene 105
  • Industrene 205
  • Industrene 206
  • Oleic acid
  • Oleine 7503
  • Oleinic acid
  • Pamolyn
  • Pamolyn 100
  • Tego-oleic 130
  • Vopcolene 27
  • Wecoline OO
  • Wochem No. 320
  • Z-9-Octadecenoic acid
  • cis-Octadec-9-enoic acid
  • cis-delta(sup 9)-Octadecenoic acid
  • delta9-cis-Oleic acid
  • l'Acide oleique [French]

Back to top

Other Registry Numbers2

  • 1190712-11-8
  • 1190965-71-9
  • 1380514-02-2
  • 17156-84-2
  • 56833-51-3
  • 8046-01-3
  • 949900-16-7

Back to top

Chemical Properties3

Property Description
Boiling Point
  • 286 deg C at 100 mm Hg
Color/Form
  • Colorless or nearly colorless liq (above 5-7 deg C)
  • WATER-WHITE LIQUID
  • YELLOWISH, OILY LIQUID
Corrosivity
  • None Found
Critical Temperature & Pressure
  • Critical pressure = 30 atm
Density/Specific Gravity
  • 0.895 at 25 deg C/25 deg C
Dissociation Constants
  • pKa = 5.02 in aqueous solution at 25 deg C
Heat Of Combustion
  • At constant volume; delta Ec = -2.663.9 kcal/mol at 25 deg C
Heat Of Vaporization
  • 16.1 kcal/mol at boiling
Melting Point
  • 16.3 deg C
Molecular Weight
  • 282.45
Odor
  • PECULIAR LARD-LIKE ODOR
Other Chemical/Physical Properties
  • AT ATMOSPHERIC PRESSURE DECOMPOSES WHEN HEATED @ 80-100 DEG C
  • Boiling Point - Decomposes at 360 deg C and 1 atm
  • CONGEALS AT TEMP NOT ABOVE 10 DEG C
  • Henry's Law constant = 4.48X10-5 atm-cu m/mol at 25 deg C (est)
  • Hydroxyl radical reaction rate constant = 7.55X10-11 cu cm/molec-sec at 25 deg C (est)
  • Iodine no. 85.6; density 0.879 at 18 deg C/4 deg C; index of refraction 1.4510 at 26 deg C/D; bp 168-180 deg C at 2 mm Hg. Miscible with anhydrous ethanol, ether /Methyl ester/
  • Iodine number: 89.9; acid value: 198.6; solidification at 4 deg C to crystalline mass. On exposure to air, especially when impure, it oxidizes and acquires a yellow to brown color and rancid odor.
  • REACTS WITH ALKALIES TO FORM SOAPS; OXIDIZED TO VARIOUS DERIVATIVES BY NITRIC ACID, POTASSIUM PERMANGANATE, & OTHER AGENTS
  • Saponification value: 196-206
  • Viscosity = 38.80 mN-s/m2 at 20 deg C; 27.64 mN-s/m2 at 25 deg C
  • White powder, slight tallow-like odor. Soluble in approx 10 parts water, approx 20 parts alcohol /Sodium salt/
  • Yellow to red oily liquid; lardlike odor, darkens on exposure to air. Insoluble in water; coluble in alcohol, ether, and most organic solvents, fixed and volatile oils. Solvents for other oils, fatty acids and oil-soluble materials. /Commercial grades/
  • Yellowish, oily liquid; density 0.87; bp 205-206 deg C (some decomposition). Insoluble in water; miscible with alcohol, ether /Ethyl ester/
  • Yellowish-white, granular masses. Practically insoluble in water; slightly soluble in boiling alcohol /Barium salt/
Relative Evaporation Rate
  • None Found
Solubilities
  • In water, 1.15X10-2 mg/L at 25 deg C (est)
  • Miscible with ethanol, ether, acetone, benzene, chloroform, carbon tetrachloride
  • Miscible with methanol
  • Practically insol in water; sol in chloroform; ether; fixed & volatile oils; alcohol; benzene
Spectral Properties
  • 13C NMR: 480 (Johnson and Jankowski, Carbon-13 NMR Spectra, John Wiley & Sons, New York)
  • 1H NMR: 70 (Sadtler Research Laboratories Spectral Collection)
  • IR: 915 (Sadtler Research Laboratories Prism Collection)
  • Index of refraction: 1.463 at 18 deg C/D; 1.4585 at 26 deg C/D
  • MASS: 27869 (NIST/EPA/MSDC Mass Spectral database, 1990 version); 2214 (Atlas of Mass Spectral Data, John Wiley & Sons, New York)
  • MAX ABSORPTION (HEXANE): 185 NM (LOG E= 3.8)
  • UV: HBCP 185
Surface Tension
  • 32.8 dyne/cm at 20 deg C; 27.94 dyne/cm at 90 deg C; 21.6 dyne/cm at 180 deg C
Taste
  • PECULIAR LARD-LIKE TASTE
Vapor Density
  • None Found
Vapor Pressure
  • 5.46X10-7 mm Hg at 25 deg C
Viscosity
  • 25.6 cP at 30 deg C
log P (octanol-water)
  • log Kow = 7.64
pH
  • None Found

Back to top

Uses3

  • ... A DEFOAMING AGENT IN WET-PROCESS PHOSPHORUS ACID PROCESS, IT IS REPORTED TO ENLARGE GYPSUM CRYSTALS 75% & THUS AID IN FILTRATION STEP. **PEER REVIEWED**
  • CHEM INT FOR METALLIC & AMINE SOAPS; PELARGONIC ACID, AZELAIC ACID, NITROGEN DERIVS; ANIONIC & NONIONIC SURFACTANTS, PLASTICIZERS; TEXTILE CHEMICALS; WAXES **PEER REVIEWED**
  • Defoaming agent in wet-process phosphoric acid process **PEER REVIEWED**
  • Emollient/superfatting agent (cosmetics); emulsifier (metalworking fluids); emulsifier (resins, surface coatings); emulsifier/solubilser/stabiliser (pharmaceuticals, food); flotation frothing agent; hair dyeing/tinting ingredient; rubber processing agent; soap ingredient (household products, textile auxiliaries); polyvinyl chloride heat costabilisers; thickening/lubricity additive (lubricants); waterproofing agent **PEER REVIEWED**
  • For oleic acid (USEPA/OPP Pesticide Code: 031702) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./ **PEER REVIEWED**
  • IN BUTTER, CHEESE, BANANA, & MEAT FLAVORS. **PEER REVIEWED**
  • IN HAND CREAMS, LOTIONS, & LINIMENTS, WHERE IT SERVES AS AN ANTIFREEZE FOR GELS IN COLD CLIMATES **PEER REVIEWED**
  • MEDICATION: IN FAT EMULSION FOR PARENTERAL ALIMENTATION **PEER REVIEWED**
  • MFR SOAP & DETERGENTS **PEER REVIEWED**
  • PREPN BENZYL BENZOATE LOTION, GREEN SOAP, & OLEATE SALTS OF BASES **PEER REVIEWED**
  • Potassium and sodium salts used as an insecticide for control of soft-bodied pests (aphids, whitefly, spider mites) on vegetables, fruit and ornamentals, and as a fungicide for control of powdery mildew. The acid may be used for weed control in non-cultivation sites. "M-Pede" is also used as a surfactant to improve the activity of other insecticides. /SRP: Former use in USA/ **PEER REVIEWED**
  • Prepn of turkey red oil, soft soap and other oleates; used in polishing cmpd; waterproofing textiles; in oiling wool; mfr driers; thickening lubricating oils. Pharmaceutical aid (solvent). The barium salt in rodent extermination. **PEER REVIEWED**
  • Reported uses (ppm): (Flavor and Extract Manufacturers' Association, 1994)
    Reported uses (ppm): (Flavor and Extract Manufacturers' Association, 1994)

    Food Category Usual Max.
    Baked goods 216.20 529.20
    Condiments, relishes 541.30 3624.00
    Frozen dairy 2.16 2.18
    Gelatins, puddings 17.50 25.00
    Meat products 101.40 318.10
    Nonalcoholic beverages 1.50 5.50
    Soft candy 23.50 30.00
    **PEER REVIEWED**
  • Soap base, manufacture of oleates, ointments, cosmetics, polishing compounds, lubricants, ore flotation, intermediate, surface coatings, food grade additives **PEER REVIEWED**
  • The active ingredient is no longer contained in any registered pesticide products ... "cancelled." **PEER REVIEWED**
  • VET: EMULSIFER **PEER REVIEWED**

Back to top

Notes (Sources: NTP,HSDB,RTECS,MESH)2

  • An unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. (Stedman, 26th ed)

Back to top

Superlist Classes2

  • None Found

Back to top

Links to Additional Information2

Back to top

Footnotes

1 Source: the NTP's CEBS database.

2 Source: the National Library of Medicine's ChemIDPlus, 02/28/2017.

3 Source: the National Library of Medicine's Hazardous Substance Database, 02/28/2017.

Back to top