Merck
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O1008

Sigma-Aldrich

Oleic acid

≥99% (GC)

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Sinónimos:
cis-9-Octadecenoic acid, Elainic acid
Fórmula lineal:
CH3(CH2)7CH=CH(CH2)7COOH
Número de CAS:
112-80-1
Peso molecular:
282.46
Beilstein:
1726542
Número de EC:
204-007-1
Número MDL:
MFCD00064242
ID de la sustancia en PubChem:
24278605
NACRES:
NA.25

Nivel de calidad

200

presión de vapor

1 mmHg ( 176 °C)

ensayo

≥99% (GC)

formulario

viscous liquid

índice de refracción

n20/D 1.459 (lit.)

bp

194-195 °C/1.2 mmHg (lit.)

mp

13-14 °C (lit.)

solubilidad

H2O: insoluble (practically)
alcohol: soluble
benzene: soluble
chloroform: soluble
oil: soluble (fixed and volatile)

densidad

0.89 g/mL at 25 °C (lit.)

grupo funcional

oleic acid

enviado en

ambient

temp. de almacenamiento

−20°C

SMILES string

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

InChI

1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-

InChI key

ZQPPMHVWECSIRJ-KTKRTIGZSA-N

Gene Information

human ... PRKCA(5578) , PRKCB(5579) , PRKCD(5580) , PRKCE(5581) , PRKCG(5582) , PRKCH(5583) , PRKCI(5584) , SOAT1(6646) , SOAT2(8435)

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Descripción general

Oleic acid (OA) is a fatty acid. Its quantitative removal from the mixtures of triglyceride and partial glycerides has been reported. OA is widely used as surfactant for the stabilization of magnetic nanoparticles. Monodisperse magnetite nanoparticles (7 and 19nm) coated with OA have been prepared.

Aplicación

Oleic acid may be used in the preparation of 10-hydroxyoctadecanoic acid and methyl ester of the 10-hydroxyoctadecanoic acid.

Envase

1, 5, 25 g in ampule

Acciones bioquímicas o fisiológicas

Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol−stimulated ATPase. Action reversed by adding serum albumin.
Activates protein kinase C in hepatocytes.

Certificado de Análisis

Introduzca el número de lote para buscar un certificado de análisis (COA).

Certificado de origen

Introduzca el número de lote para buscar un Certificado de origen (COO).

Más documentos

Pressure-Temperature Nomograph
Spectra - ATR-IR
Structure Search

Quotes and Ordering

Bulk Quote-Order Product

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. You describe Product O1008, Oleic acid, as a liquid in your Specification Sheet, but you do not give its concentration.

    Oleic acid is a liquid at room temperature. Its molarity, calculated from its density and molecular weight (0.89 g/mL at 25 degrees C and 282.46 g/mol, respectively) is approximately 3.15 mol/L.

  4. In what solvents can Product O1008, Oleic acid, be dissolved or diluted?

    Per the chemicals encyclopedia published by the Royal Society of Chemistry, 12th ed., Entry# 6965, oleic acid is soluble in alcohol, benzene, chloroform, ether, fixed and volatile oils, but is practically insoluble in water.

  5. How can one determine whether Product O1008, Oleic acid, has undergone oxidation?

    Sigma's oleic acid is a clear, colorless to very faint yellow viscous liquid. It is sensitive to air and light. When it becomes oxidized, it aquires a much darker yellow to brown color.

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

THE STEREOSPECIFIC CONVERSION OF STEARIC ACID TO OLEIC ACID.
G J SCHROEPFER et al.
The Journal of biological chemistry, 240, 54-63 (1965-01-01)
Oleic acid coating on the monodisperse magnetite nanoparticles.
Zhang L, et al.
Applied Surface Science, 253(5), 2611-2617 (2006)
P Belfrage et al.
Journal of lipid research, 10(3), 341-344 (1969-05-01)
Oleic acid has a partition coefficient, upper phase/lower phase, of 1.9 (22 degrees C) in the liquid-liquid partition system described herein. Tri-, di-, and monoolein are found almost exclusively in the lower (organic) phase. Oleic acid can be quantitatively removed
Yasutaka Kuwahara et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(2), 380-389 (2016-11-26)
One-pot reaction involving Pd-catalyzed H
Gerardo Avila-Martin et al.
PloS one, 6(10), e26107-e26107 (2011-11-03)
Sensorimotor dysfunction following incomplete spinal cord injury (iSCI) is often characterized by the debilitating symptoms of paralysis, spasticity and pain, which require treatment with novel pleiotropic pharmacological agents. Previous in vitro studies suggest that Albumin (Alb) and Oleic Acid (OA)
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