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268011

Sigma-Aldrich

Ethyl oleate

98%

Sinónimos:

Oleic acid ethyl ester

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About This Item

Fórmula lineal:
CH3(CH2)7CH=CH(CH2)7COOC2H5
Número de CAS:
111-62-6
Peso molecular:
310.51
Beilstein/REAXYS Number:
1727318
EC Number:
203-889-5
MDL number:
MFCD00009579
UNSPSC Code:
12352100
PubChem Substance ID:
24856257
NACRES:
NA.22

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.)

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

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Ethyl stearate ≥97%

Sigma-Aldrich

W349003

Ethyl stearate

Methyl oleate 99%

Sigma-Aldrich

311111

Methyl oleate

Miristato de etilo 99% (GC)

Sigma-Aldrich

70090

Miristato de etilo

Methyl oleate technical grade, 70%

Sigma-Aldrich

268038

Methyl oleate

Oleyl oleate ≥99%

Sigma-Aldrich

O3380

Oleyl oleate

Brian S Bodnar et al.
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
Kalidas Ramamoorthy et al.
American journal of physiology. Gastrointestinal and liver physiology, 321(2), G123-G133 (2021-06-03)
Vitamin B7 (biotin) is essential for normal health and its deficiency/suboptimal levels occur in a variety of conditions including chronic alcoholism. Mammals, including humans, obtain biotin from diet and gut-microbiota via absorption along the intestinal tract. The absorption process is
Marietta von Suesskind-Schwendi et al.
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
Michael D Hardy et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(27), 8187-8192 (2015-06-24)
Cell membranes are dynamic structures found in all living organisms. There have been numerous constructs that model phospholipid membranes. However, unlike natural membranes, these biomimetic systems cannot sustain growth owing to an inability to replenish phospholipid-synthesizing catalysts. Here we report
Claudia Dussaubat et al.
Journal of chemical ecology, 36(5), 522-525 (2010-04-20)
Pheromones in social insects play a key role in the regulation of group homoeostasis. It is well-established that parasites can modify hormone signaling of their host, but less is known about the effect of parasites on pheromone signaling in insect
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