| Oleic acid | |
|---|---|
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| 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 |
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| 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 |
| Solubility in methanol | Soluble |
| Hazards | |
| MSDS | ScienceLab.com |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references |
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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).[2] The saturated form of this acid is stearic acid.
Contents |
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.[3] The Brazilian palmberry, açaí, contains one of the highest contents known for oleic acid in the pulp of a fruit (56%).[4]
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[5] or ant[6] is daubed with oleic acid, it is dragged off as if it were dead.
Reduction of oleic acid at the carboxyl end yields oleyl alcohol.
Salts of oleic acid are called oleates.
If dropped onto water, oleic acid spreads out into a very thin layer, only a molecule thick if allowed.[citation needed]
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