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Key Documents

27728

Sigma-Aldrich

Oleic acid

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

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
Beilstein:
1726542
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

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

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.

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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Marta Estrader et al.
Nanoscale, 7(7), 3002-3015 (2015-01-21)
The intimate relationship between stoichiometry and physicochemical properties in transition-metal oxides makes them appealing as tunable materials. These features become exacerbated when dealing with nanostructures. However, due to the complexity of nanoscale materials, establishing a distinct relationship between structure-morphology and
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
Joyce Wang et al.
BMC genomics, 15, 415-415 (2014-06-03)
Mycobacterium avium subsp. paratuberculosis (MAP) is an obligate intracellular pathogen that infects many ruminant species. The acquisition of foreign genes via horizontal gene transfer has been postulated to contribute to its pathogenesis, as these genetic elements are absent from its

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