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Methyl linolenate

analytical standard

Synonym(s):

Linolenic acid methyl ester, Methyl cis,cis,cis-9,12,15-octadecatrienoate

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About This Item

Linear Formula:
CH3(CH2CH=CH)3(CH2)7COOCH3
CAS Number:
Molecular Weight:
292.46
Beilstein:
1728194
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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 1.470 (lit.)
n20/D 1.471

bp

182 °C/3 mmHg (lit.)

density

0.895 g/mL at 25 °C (lit.)

format

neat

functional group

ester

shipped in

ambient

storage temp.

2-8°C

SMILES string

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

InChI

1S/C19H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h4-5,7-8,10-11H,3,6,9,12-18H2,1-2H3/b5-4-,8-7-,11-10-

InChI key

DVWSXZIHSUZZKJ-YSTUJMKBSA-N

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General description

Methyl linolenate is a methyl ester of the essential omega-3 fatty acid, linolenic acid.

Application

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.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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William Y Boadi et al.
Journal of applied toxicology : JAT, 23(5), 363-369 (2003-09-17)
The single and combined effects of two abundant flavonoids, namely quercetin and genistein, were investigated according to their ability to inhibit the oxidation of methyl linolenate via Fenton's pathway. Antioxidative activity was determined by oxidizing methyl linolenate suspended in a
Patrícia Baptista et al.
Analytica chimica acta, 607(2), 153-159 (2008-01-15)
Biodiesel is the main alternative to fossil diesel. The key advantages of its use are the fact that it is a non-toxic renewable resource, which leads to lower emissions of polluting gases. European governments are targeting the incorporation of 20%
G Márquez-Ruiz et al.
Journal of chromatography. A, 1165(1-2), 122-127 (2007-08-21)
A new method based on high-performance size-exclusion chromatography (HPSEC) is proposed to quantitate primary and secondary oxidation compounds in model fatty acid methyl esters (FAMEs). The method consists on simply injecting an aliquot sample in HPSEC, without preliminary isolation procedures
Philippe Lesot et al.
Analytical chemistry, 80(8), 2963-2972 (2008-03-11)
The quantitative determination of isotopic (2H/1H)i ratios at natural abundance using the SNIF-NMR protocol is a well-known method for understanding the enzymatic biosynthesis of metabolites. However, this approach is not always successful for analyzing large solutes and, specifically, is inadequate
J T MacGregor et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 23(12), 1041-1047 (1985-12-01)
Nine hydroperoxy and hydroperoxy-epidioxy oxidation products derived from either autoxidation (AO) or photosensitized oxidation (PO) of methyl linoleate (MLo) or methyl linolenate (MLn) were tested for mutagenic activity by the Salmonella typhimurium his+ reversion assay using strains TA100, TA98, TA102

Protocols

HPLC Analysis of Fatty Acid Methyl Esters (FAMES) on SUPELCOSIL™ LC-18

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