Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

More Documents

62262

Sigma-Aldrich

Ethyl linoleate

technical, ≥65% (GC)

Synonym(s):

Linoleic acid ethyl ester

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3(CH2)3(CH2CH=CH)2(CH2)7COOC2H5
CAS Number:
544-35-4
Molecular Weight:
308.50
Beilstein/REAXYS Number:
1727827
EC Number:
208-868-4
MDL number:
MFCD00009535
UNSPSC Code:
12352100
PubChem Substance ID:
57651879
NACRES:
NA.22

grade

technical

concentration

≥65% (GC)

refractive index

n20/D 1.455 (lit.)
n20/D 1.455

bp

224 °C/17 mmHg (lit.)

density

0.876 g/mL at 25 °C (lit.)

SMILES string

CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC

InChI

1S/C20H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h8-9,11-12H,3-7,10,13-19H2,1-2H3/b9-8-,12-11-

InChI key

FMMOOAYVCKXGMF-MURFETPASA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Ethyl linoleate can undergo auto-oxidation in the presence of the catalyst manganese(II)acetylacetonate.

Application

Ethyl linoleate can be used as a drying agent for alkyd paints. It can also form N2,3-ethenoguanine via reaction with deoxyguanosine.

Biochem/physiol Actions

Ethyl linoleate solated from Oxalis triangularis inhibits forskolin-induced melanogenesis and tyrosinase activity in mouse B16 melanoma cells . This anti-melanogenic effect is mediated by inhibiting cAMP production.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

"Fast autoxidation of ethyl linoleate catalyzed by [Mn (acac) 3] and bipyridine: A possible drying catalyst for alkyd paints"
Gorkum VR, et al.
Inorganic Chemistry, 43(08), 2456-2458 (2004)
"4-Hydroxy-2-nonenal and ethyl linoleate form N 2, 3-ethenoguanine under peroxidizing conditions"
Ham.L J-A, et al.
Chemical Research in Toxicology, 1243-1250 (2000)
Yun Ding et al.
Current biology : CB, 29(7), 1089-1099 (2019-03-19)
It is unclear where in the nervous system evolutionary changes tend to occur. To localize the source of neural evolution that has generated divergent behaviors, we developed a new approach to label and functionally manipulate homologous neurons across Drosophila species.
D L Luthria et al.
Biochimica et biophysica acta, 1213(1), 1-4 (1994-06-23)
In order to determine how dietary linoleate is metabolized, rats were maintained on a chemically defined diet containing 1.6% ethyl linoleate. After 5 weeks the linoleate was replaced by an equal amount of ethyl 9,10,12,13-d4-linoleate. The animals were killed 3
H Hara et al.
The Journal of nutrition, 126(4), 800-806 (1996-04-01)
Oxidized ethyl linoleate (OEL) was prepared by aeration at low temperature. Peroxide value (POV, mEq/kg lipid) of OEL was 1400; the major oxidized compounds were 9-hydroperoxy-cis, trans- and 13-hydroperoxy-trans, cis-octadecadienoate. Rats fed fiber-free or sugar-beet fiber (SBF, 100g/kg diet) diets
View All Related Papers

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