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Merck

75160

Methyl oleate

analytical standard

Synonym(s):

Methyl cis-9-octadecenoate, Oleic acid methyl ester

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)7CO2CH3
CAS Number:
Molecular Weight:
296.49
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
203-992-5
Beilstein/REAXYS Number:
1727037
MDL number:
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InChI key

QYDYPVFESGNLHU-KHPPLWFESA-N

InChI

1S/C19H36O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h10-11H,3-9,12-18H2,1-2H3/b11-10-

SMILES string

CCCCCCCC\C=C/CCCCCCCC(=O)OC

grade

analytical standard

vapor pressure

10 mmHg ( 205 °C)

assay

≥98.5% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

refractive index

n20/D 1.452 (lit.), n20/D 1.452

bp

218 °C/20 mmHg (lit.)

density

0.874 g/mL at 20 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

functional group

ester

shipped in

ambient

storage temp.

2-8°C

Quality Level

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General description

Methyl oleate is a methyl ester of the monounsaturated fatty acid (MUFA), oleic acid, which is abundantly found in dietary fats and oils.

Application

This analytical standard can also be used as follows:

  • Determination of free fatty acids in plasma samples following their methylation by gas chromatography (GC)
  • Comparative analysis of gas chromatography-combustion-mass spectrometry and gas chromatography-flame ionization detector methods for the determination of fatty acid methyl esters (FAMEs) in biodiesel samples
  • Simultaneous determination of fatty acid methyl esters in commercial food oil samples by gas chromatography-vacuum ultraviolet (GC-VUV) spectroscopy
  • Measurement of fatty acid methyl ester composition of various edible oil samples by 1H nuclear magnetic resonance (1H NMR) spectroscopy combined with partial least squares (PLS) method
  • Simultaneous determination of fatty acids in bovine colostrum samples by GC-FID after their derivatization to ester forms using an acidic catalyst boron trifluoride

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113.0 °C - closed cup

ppe

Eyeshields, Gloves


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Selective hydrogenation of methyl oleate into unsaturated alcohols: Relationships between catalytic properties and composition of cobalt?tin catalysts
Pouilloux.Y, et al.
Catalysis Today, 63(1), 87-100 (2000)
Selective transesterification of triolein with methanol to methyl oleate and glycerol using alumina loaded with alkali metal salt as a solid-base catalyst
Ebiura T, et al.
Applied Catalysis A: General, 283(1), 111-116 (2005)
Byung-Jun Kollbe Ahn et al.
Journal of agricultural and food chemistry, 60(9), 2179-2189 (2012-02-07)
Toxic solvent and strong acid catalysts causing environmental issues have been mainly used for ring-opening of epoxidized oleochemicals. Here, we demonstrated that magnesium stearate (Mg-stearate) was a high efficient catalyst for solvent-free ring-opening of epoxidized methyl oleate, a model compound
Ursula Biermann et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(26), 8201-8207 (2012-05-18)
A kinetic study of the dodecanethiol-catalyzed cis/trans isomerization of methyl oleate (cis-2) without added initiator was performed by focusing on the initiation of the radical chain reaction. The reaction orders of the rate of isomerization were 2 and 0.5 for
Atanu Biswas et al.
Journal of agricultural and food chemistry, 56(14), 5611-5616 (2008-06-19)
An environmentally friendly water-based pathway to form the azide derivatives of soybean oil and fatty esters is reported. This entails first the formation of epoxides and then the azidization of the epoxides. The azidization reaction is carried out at high

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