62262
Ethyl linoleate
technical, ≥65% (GC)
Synonym(s):
Linoleic acid ethyl ester
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About This Item
Linear Formula:
CH3(CH2)3(CH2CH=CH)2(CH2)7COOC2H5
CAS Number:
Molecular Weight:
308.50
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-868-4
Beilstein/REAXYS Number:
1727827
MDL number:
InChI key
FMMOOAYVCKXGMF-MURFETPASA-N
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-
SMILES string
CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC
grade
technical
concentration
≥65% (GC)
Quality Level
refractive index
n20/D 1.455
bp
224 °C/17 mmHg (lit.)
density
0.876 g/mL at 25 °C (lit.)
functional group
ester
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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
WGK 1
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves
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"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)
"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)
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.
B L Hungund et al.
Alcoholism, clinical and experimental research, 19(2), 374-377 (1995-04-01)
The fate of [14C]ethyl-linoleate (EthLin) after its intravenous administration was investigated in pentobarbital-anesthetized rats. The disappearance of [14C]EthLin from the plasma was very rapid and followed quite closely a biexponential function of time. Fitting of the experimental data to a
A Napolitano et al.
The Journal of organic chemistry, 65(16), 4853-4860 (2000-08-24)
The reaction of ethyl linoleate (1) with NO(2)(-) in different air-equilibrated acidic media resulted in the formation of complex patterns of products, some of which could be isolated by repeated TLC fractionation and were formulated as the nitroalkenes 2-5, the
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