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268011

Sigma-Aldrich

Ethyl oleate

98%

Sinónimos:

Oleic acid ethyl ester

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5 G
MXP 1,216.00
25 G
MXP 3,156.00

MXP 1,216.00

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5 G
MXP 1,216.00
25 G
MXP 3,156.00

About This Item

Fórmula lineal:
CH3(CH2)7CH=CH(CH2)7COOC2H5
Número de CAS:
111-62-6
Peso molecular:
310.51
Beilstein:
1727318
Número CE:
203-889-5
Número MDL:
MFCD00009579
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24856257
NACRES:
NA.22

MXP 1,216.00

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Nivel de calidad

100

Ensayo

98%

Formulario

liquid

índice de refracción

n20/D 1.451 (lit.)

bp

216-218 °C/15 mmHg

mp

−32 °C (lit.)

solubilidad

chloroform: soluble 10%

densidad

0.87 g/mL at 25 °C (lit.)

grupo funcional

ester

temp. de almacenamiento

−20°C

cadena SMILES

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-

Clave InChI

LVGKNOAMLMIIKO-QXMHVHEDSA-N

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Aplicación

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.[1]
Ethyl oleate was used to prepare the oily phase of self-microemulsifying drug delivery system (SMEDDS) for tacrolimus (Tac)[2].

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
MKCW2690
MKCQ2486
MKCQ2434
MKCP2241
MKCN8316

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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
Andreas Braun et al.
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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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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