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27728 Sigma-Aldrich

Oleic acid

meets analytical specification of Ph, Eur., 65.0-88.0% (GC)

Synonym: cis-9-Octadecenoic acid, Elainic acid

  • CAS Number 112-80-1

  • Linear Formula CH3(CH2)7CH=CH(CH2)7COOH

  • Molecular Weight 282.46

  •  Beilstein/REAXYS Number 1726542

  •  EC Number 204-007-1

  •  MDL number MFCD00064242

  •  PubChem Substance ID 57648271

  •  NACRES NA.21

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Properties

Related Categories Analytical Reagents, Analytical Reagents for General Use, Analytical/Chromatography, Puriss
Quality Level   200
vapor pressure   1 mmHg ( 176 °C)
assay   65.0-88.0% (GC)
form   liquid (clear)
quality   meets analytical specification of Ph, Eur.
composition   fatty acids w. 1 chain > C18, ≤4.0% GC
  linoleic acid, ≤18.0% GC
  linolenic acid, ≤4.0% GC
  margaric acid, ≤4.0% GC
  myristic acid, ≤5.0% GC
  oleic acid, 65.0-88.0% GC
  palmitic acid, ≤16.0% GC
  palmitoleic acid, ≤8.0% GC
  stearic acid, ≤6.0% GC
peroxide value   ≤10
impurities   residual solvents, complies
ign. residue   ≤0.1%
refractive index   n20/D 1.459 (lit.)
bp   194-195 °C/1.2 mmHg (lit.)
mp   13-14 °C (lit.)
acid value   195‑204
iodine value   89‑105
density   0.89 g/mL at 25 °C (lit.)
suitability   complies for appearance of solution
  in accordance for fatty acid composition
  passes test for identity
SMILES string   CCCCCCCC\C=C/CCCCCCCC(O)=O
InChI   1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-
InChI key   ZQPPMHVWECSIRJ-KTKRTIGZSA-N
Gene Information   human ... SOAT1(6646), SOAT2(8435)

Description

General description

Oleic acid (OA) is a fatty acid. OA is widely used as a surfactant for the stabilization of magnetic nanoparticles synthesized by the traditional coprecipitation method. Monodisperse magnetite nanoparticles (diameter = 7 and 19nm) coated with oleic acid (OA) have been prepared.

Application

Oleic acid may be used in the preparation of 10-hydroxyoctadecanoic acid and methyl ester of 10-hydroxyoctadecanoic acid.

Biochem/physiol Actions

Activates protein kinase C in hepatocytes.

Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol−stimulated ATPase. Action reversed by adding serum albumin.

Other Notes

The article number 27728-6X1L-R will be discontinued. Please order the single bottle 27728-1L-R which is physically identical with the same exact specifications.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
RG2275000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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