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Merck
CN

62200

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
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
206-102-3
Beilstein/REAXYS Number:
1728194
MDL number:
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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

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

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.
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

flash_point_f

235.4 °F - closed cup

flash_point_c

113.0 °C - closed cup

ppe

Eyeshields, Gloves



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Protocols

Separation of Methyl decanoate; Methyl dodecanoate; Methyl myristate; Methyl palmitate; Methyl caprylate; Methyl oleate; Methyl linoleate; Methyl linolenate; Methyl stearate


Muneyuki Maekawa et al.
Chemical research in toxicology, 19(1), 130-138 (2006-01-18)
We searched for mutagens that react with 2'-deoxyguanosine (dGuo) in model systems of lipid peroxidation. To autoxidation systems of methyl linoleate (model of omega-6 fat), methyl alpha-linolenate (MLN) (model of omega-3 fat), and commercial salad oil, dGuo was added. The
K Jørgensen et al.
Zeitschrift fur Lebensmittel-Untersuchung und -Forschung, 196(5), 423-429 (1993-05-01)
Carotenoid scavenging of free radicals has been investigated in peroxidizing methyl esters of unsaturated fatty acids using (i) metmyoglobin as a water-based free-radical initiator in a heterogeneous lipid/water system, and (ii) azo-bis-isobutyronitrile as a free-radical initiator in a homogeneous chloroform
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



Global Trade Item Number

SKUGTIN
62200-1ML04061832701431
62200-5ML04061832701448