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Merck

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:
544-35-4
Molecular Weight:
308.50
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57651879
EC Number:
208-868-4
Beilstein/REAXYS Number:
1727827
MDL number:
MFCD00009535

Key Documents

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Product Name

Ethyl linoleate, technical, ≥65% (GC)

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)

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.)

functional group

ester

Quality Level

100

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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.

General description

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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2902
BCCH5003
BCCF5064
BCCC8530
BCBS6091V

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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)
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J Klein et al.
Therapeutic drug monitoring, 21(6), 644-646 (1999-12-22)
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Bokai Lei et al.
Molecular pharmaceutics, 7(3), 844-853 (2010-03-31)
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