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Merck

75160

Methyl oleate

analytical standard

Sinónimos:

Methyl cis-9-octadecenoate, Oleic acid methyl ester

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Fórmula lineal:
CH3(CH2)7CH=CH(CH2)7CO2CH3
Número CAS:
Peso molecular:
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.

Clase de almacenamiento

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
Farshad Darvishi et al.
New biotechnology, 28(6), 756-760 (2011-02-18)
The yeast Yarrowia lipolytica degrades efficiently low-cost hydrophobic substrates for the production of various added-value products such as lipases. To obtain yeast strains producing high levels of extracellular lipase, Y. lipolytica DSM3286 was subjected to mutation using ethyl methanesulfonate (EMS)
Renee M Thomas et al.
Journal of the American Chemical Society, 133(19), 7490-7496 (2011-04-23)
N-Aryl,N-alkyl N-heterocyclic carbene (NHC) ruthenium metathesis catalysts are highly selective toward the ethenolysis of methyl oleate, giving selectivity as high as 95% for the kinetic ethenolysis products over the thermodynamic self-metathesis products. The examples described herein represent some of the

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