268011
Ethyl oleate
98%
Synonym(s):
Oleic acid ethyl ester
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About This Item
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Assay
98%
form
liquid
refractive index
n20/D 1.451 (lit.)
bp
216-218 °C/15 mmHg
mp
−32 °C (lit.)
solubility
chloroform: soluble 10%
density
0.87 g/mL at 25 °C (lit.)
functional group
ester
storage temp.
−20°C
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 starting material to synthesize stearic acid hydrazide intermediate, which can undergo intermolecular cyclization reaction with various aliphatic acids and aromatic acids to yield 1,3,4-oxadiazole derivatives. It is also reduced to oleyl alcohol via Bouveault−Blanc reduction reaction.
Ethyl oleate was used to prepare the oily phase of self-microemulsifying drug delivery system (SMEDDS) for tacrolimus (Tac).
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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The Journal of organic chemistry, 74(6), 2598-2600 (2009-02-18)
Significantly improved Bouveault-Blanc conditions for ester reduction have been developed using sodium in silica gel (Na-SG), a free-flowing powder that can be easily handled in the open atmosphere. Primary alcohols were prepared in excellent yield from a variety of aliphatic
American journal of physiology. Gastrointestinal and liver physiology, 321(2), G123-G133 (2021-06-03)
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Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 67(6), 469-473 (2013-05-15)
This study evaluated the pharmacokinetics of tacrolimus (Tac) in a novel self-microemulsifying drug delivery system (SMEDDS) for improved oral administration. SMEDDS Tac consisted of ethyl oleate as the oily phase, Solutol HS 15 as the surfactant and glycofurol as the
Proceedings of the National Academy of Sciences of the United States of America, 112(27), 8187-8192 (2015-06-24)
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Microbial cell factories, 11, 106-106 (2012-08-11)
Yarrowia lipolytica efficiently metabolizes and assimilates hydrophobic compounds such as n-alkanes and fatty acids. Efficient substrate uptake is enabled by naturally secreted emulsifiers and a modified cell surface hydrophobicity and protrusions formed by this yeast. We were examining the potential
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