Oleic acid

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Oleic acid
IUPAC name	(9Z)-octadec-9-enoic acid
Other names	(9Z)-Octadecenoic acid (Z)-Octadec-9-enoic acid cis-9-octadecenoic acid cis-Δ9-octadecenoic acid Oleic acid 18:1 cis-9
Identifiers
CAS number	112-80-1
SMILES	CCCCCCCC\C=C/CCCCCCC(OH)=O
Properties
Molecular formula	C18H34O2
Molar mass	282.4614 g/mol
Appearance	Pale yellow or brownish yellow oily liquid with lard-like odor
Density	0.895 g/mL
Melting point	13-14°C (286 K)
Boiling point	360°C (633 K) (760mm Hg)[1]
Solubility in water	Insoluble in water
Hazards
MSDS	ScienceLab.com
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

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Overview

Oleic acid is a monounsaturated omega-9 fatty acid found in various animal and vegetable sources. It has the formula C₁₈H₃₄O₂ (or CH₃(CH₂)₇CH=CH(CH₂)₇COOH).^[1] The saturated form of this acid is stearic acid.

Oleic acid makes up 55-80% of olive oil, though there may be only 0.5-2.5% or so as actual free acid, and 15-20% of grape seed oil and Sea buckthorn oil.^[1]

Reduction of oleic acid at the carboxyl end yields oleyl alcohol.

Oleic acid is emitted by the decaying corpses of a number of insects, including bees and Pogonomyrmex ants and triggers the instincts of living workers to remove the dead bodies from the hive. If a live bee^[1] or ant^[1] is daubed with oleic acid, it is dragged off as if it were dead.

References

External links

• NIST Chemistry Webbook

v • d • e Lipids: fatty acids
Saturated	Butyric • Hexanoic • Caprylic • Decanoic • Lauric • Myristic • Palmitic • Stearic • Arachidic • Behenic • Lignoceric
n−3 Unsaturated	α-Linolenic • Stearidonic • Eicosapentaenoic • Docosahexaenoic
n−6 Unsaturated	Linoleic • γ-Linolenic • Dihomo-γ-linolenic • Arachidonic
n−9 Unsaturated	Oleic • Erucic

bg:Олеинова киселина

ca:Àcid oleic cs:Kyselina olejová de:Ölsäurefr:Acide oléique ko:올레산 id:Asam oleat it:Acido oleico lv:Oleīnskābe nl:Oliezuur ja:オレイン酸 no:Oljesyrefi:Oleiinihappo vi:Axít oleic

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Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .