62280
Methyl linoleate
analytical standard
Synonym(s):
Linoleic acid methyl ester, Methyl cis,cis-9,12-octadecadienoate
Sign Into View Organizational & Contract Pricing
All Photos(1)
About This Item
Linear Formula:
CH3(CH2)3(CH2CH=CH)2(CH2)7CO2CH3
CAS Number:
Molecular Weight:
294.47
Beilstein:
1727614
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
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 (lit.)
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
Looking for similar products? Visit Product Comparison Guide
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.
Storage Class Code
10 - Combustible liquids
WGK
WGK 1
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Customers Also Viewed
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
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
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
Yuewei Zhao et al.
Toxicology letters, 205(3), 302-309 (2011-07-05)
Pyrrolizidine alkaloid (PA)-containing plants are widespread in the world and are probably the most common poisonous plants affecting livestock, wildlife, and human. PAs require metabolic activation to generate pyrrolic metabolites (dehydro-PAs) that bind cellular protein and DNA, leading to hepatotoxicity
Roman Shchepin et al.
Journal of the American Chemical Society, 132(49), 17490-17500 (2010-11-26)
Free radical co-oxidation of polyunsaturated lipids with tyrosine or phenolic analogues of tyrosine gave rise to lipid peroxide-tyrosine (phenol) adducts in both aqueous micellar and organic solutions. The novel adducts were isolated and characterized by 1D and 2D NMR spectroscopy
Protocols
HPLC Analysis of Fatty Acid Methyl Esters (FAMES) on SUPELCOSIL™ LC-18
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service