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Merck
CN

75100

Ethyl oleate

tested according to Ph. Eur.

Synonym(s):

Ethylis oleas, Oleic acid ethyl ester

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)7COOC2H5
CAS Number:
Molecular Weight:
310.51
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-889-5
Beilstein/REAXYS Number:
1727318
MDL number:
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agency

tested according to Ph. Eur.

Quality Level

form

liquid

refractive index

n20/D 1.451 (lit.)

bp

216-218 °C/15 mmHg

mp

−32 °C (lit.)

density

0.87 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

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

InChI

1S/C20H38O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h11-12H,3-10,13-19H2,1-2H3/b12-11-

InChI key

LVGKNOAMLMIIKO-QXMHVHEDSA-N

Application

Ethyl oleate can be used as a reactant in the:
  • Bouveault−Blanc reduction to synthesize primary alcohols in the presence of stabilized alkali metals.
  • Lipase-catalyzed synthesis of ceramides by reacting with phytosphingosine.
  • Synthesis of amides via direct amidation with amines in the presence of transition metal catalyst.


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Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves



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Chemical and thermochemical aspects of the ozonolysis of ethyl oleate: Decomposition enthalpy of ethyl oleate ozonide.
Cataldo F.
Chemistry and Physics of Lipids, 175, 41-49 (2013)
Y Ingrid Goh et al.
Alcohol (Fayetteville, N.Y.), 44(7-8), 629-634 (2010-06-30)
Meconium fatty acid ethyl esters (FAEEs) are sensitive and specific biomarkers for prenatal alcohol exposure (PAE) in pregnancy. We recently reported a 2.5% rate of FAEE positive meconium in a general population sample of infants born in the region of
Aihua Yu et al.
Journal of pharmaceutical sciences, 100(3), 933-941 (2010-09-24)
The main objective of the study was to investigate the efficacy of microemulsion (ME) to facilitate bioavailability of puerarin (PUE) after oral and nasal administration. The pseudo-ternary phase diagrams were constructed to screen the ME components and optimize the ME



Global Trade Item Number

SKUGTIN
75100-1L04061832899213