62280
Methyl linoleate
analytical standard
Synonym(s):
Linoleic acid methyl ester, Methyl cis,cis-9,12-octadecadienoate
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About This Item
Linear Formula:
CH3(CH2)3(CH2CH=CH)2(CH2)7CO2CH3
CAS Number:
Molecular Weight:
294.47
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
203-993-0
Beilstein/REAXYS Number:
1727614
MDL number:
grade
analytical standard
Quality Level
assay
≥98.0% (GC)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable, gas chromatography (GC): suitable
refractive index
n20/D 1.462
bp
192 °C/4 mmHg (lit.)
mp
−35 °C (lit.)
density
0.889 g/mL at 25 °C (lit.)
format
neat
functional group
ester
shipped in
ambient
storage temp.
2-8°C
SMILES string
CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC
InChI
1S/C19H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11H,3-6,9,12-18H2,1-2H3/b8-7-,11-10-
InChI key
WTTJVINHCBCLGX-NQLNTKRDSA-N
General description
Methyl linoleate is a methyl ester of the tri-unsaturated essential fatty acid, linoleic acid.
Methyl linoleate, non-conjugated, is more easily oxidized than conjugated methyl linoleate .
Application
The oxidation of methyl linoleate in organic solution and phosphatidylcholine (PC) in liposomal membranes induced by an azo initiator has often been used as a model for lipid peroxidation in vivo .
This analytical standard can also be used as follows:
- 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
- Gas chromatography-tandem differential mobility spectrometry (DMS) based separation and quantification of 16 methyl- and ethyl- fatty acid esters from 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
- Analysis of coffee oil and residue obtained from roasted coffee beans to determine the composition of 11 fatty acids following their methyl esterification by gas chromatography coupled with a flame ionization detector (GC-FID)
- 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.
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Storage Class
10 - Combustible liquids
wgk
WGK 1
ppe
Eyeshields, Gloves
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Yasutaka Shimotori et al.
Carbohydrate research, 359, 11-17 (2012-08-29)
Various glycosyl ferulates were efficiently synthesized from 2,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (TAGB) with amine by amine-promoted glycosylation without using heavy metal. The resulted acetylated glycosyl ferulates with acetoxyl groups at C-2, C-3 and C-4 were regioselectively deacetylated at C-4 and C-6 positions
Vitaly Roginsky
Chemistry and physics of lipids, 163(2), 127-130 (2009-11-03)
The kinetics of the chain free-radical oxidation of cardiolipin (CL), a unique phospholipid containing four linoleate moieties, have been studied for the first time. The technique based on monitoring oxygen consumption by using a Clark electrode was applied to determine
Philip T Lynett et al.
Organic & biomolecular chemistry, 9(9), 3320-3330 (2011-03-30)
It has long been recognized that garlic and petiveria, two plants of the Allium genus--which also includes onions, leeks and shallots--possess great medicinal value. In recent times, the biological activities of extracts of these plants have been ascribed to the