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
Beilstein:
1727318
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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
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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.
Storage Class Code
10 - Combustible liquids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Chemical and thermochemical aspects of the ozonolysis of ethyl oleate: Decomposition enthalpy of ethyl oleate ozonide.
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Honey bees undergo a physiological transition from nursing to foraging approximately 21 days after adult emergence. This transition is delayed by ethyl oleate (EO), a primer pheromone produced by foragers when exposed to ethanol from fermented nectar. We demonstrate here
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