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Merck
CN

27728

Oleic acid

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

Synonym(s):

cis-9-Octadecenoic acid, Elainic acid

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)7COOH
CAS Number:
Molecular Weight:
282.46
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
204-007-1
MDL number:
Beilstein/REAXYS Number:
1726542
Assay:
65.0-88.0% (GC)
Form:
liquid
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Product Name

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

vapor pressure

1 mmHg ( 176 °C)

Quality Level

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

functional group

carboxylic acid

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

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.

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.


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Storage Class

10 - Combustible liquids

wgk

WGK 1

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter



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The stereospecific conversion of stearic acid to oleic acid.
Schroepfer GJ and Bloch K.
The Journal of Biological Chemistry, 240(1), 54-63 (1965)
Oleic acid coating on the monodisperse magnetite nanoparticles
Zhang L, et al.
Applied Surface Science, 235(5), 2611-2617 (2006)
Stefan Freigang et al.
Nature immunology, 14(10), 1045-1053 (2013-09-03)
Chronic inflammation is a fundamental aspect of metabolic disorders such as obesity, diabetes and cardiovascular disease. Cholesterol crystals are metabolic signals that trigger sterile inflammation in atherosclerosis, presumably by activating inflammasomes for IL-1β production. We found here that atherogenesis was



Global Trade Item Number

SKUGTIN
27728-1L-R04061826193341
27728-2.5L-R04061838111081
27728-25KG-R04061838126269
27728-6X1L-R04061826193358