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27728

Sigma-Aldrich

Oleic acid

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

Synonym(s):
cis-9-Octadecenoic acid, Elainic acid
Linear Formula:
CH3(CH2)7CH=CH(CH2)7COOH
CAS Number:
Molecular Weight:
282.46
Beilstein:
1726542
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

vapor pressure

1 mmHg ( 176 °C)

description

peroxide value <= 10

assay

65.0-88.0% (GC)

form

liquid

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

impurities

residual solvents, complies

ign. residue

≤0.1%

color

clear

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

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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

Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol−stimulated ATPase. Action reversed by adding serum albumin.
Activates protein kinase C in hepatocytes.

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.

Certificate of Analysis

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Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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