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| 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 | 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; soluble in Methanol |
| 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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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.
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].
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[5] or ant[6] is daubed with oleic acid, it is dragged off as if it were dead.
References
- ^ Oleic acid, Chemical Laboratory Information Profile, American Chemical Society
- ^ Bishop, Paul L. (2000). Pollution Prevention: Chapter 2 - Properties and Fates of Environmental Contaminants, instructional slides to accompany Pollution Prevention:Fundamentals and Practice, by Paul L. Bishop (ISBN 0-07-366147-3). Retrieved 2005-03-07.
- ^ Li, Thomas S. C. (1999). Sea buckthorn: New crop opportunity, from Perspectives on new crops and new uses by J. Janeck (ed.) Retrieved 2006-10-28.
- ^ Schauss AG, Wu X, Prior RL, Ou B, Patel D, Huang D, Kababick JP. Phytochemical and nutrient composition of the freeze-dried amazonian palm berry, Euterpe oleraceae Mart. (acai). J Agric Food Chem. 2006 Nov 1;54(22):8598-603. [1]
- ^ Anies Hannawati Purnamadjaja, R. Andrew Russell (2005). "Pheromone communication in a robot swarm: necrophoric bee behaviour and its replication". Robotica 23 (6): 731-742. doi:10.1017/S0263574704001225.
- ^ Ayasse, M, Paxton, R (2002) Brood protection in social insects. In: Hilker, M, Meiners, T (eds.). Chemoecology of Insect Eggs and Egg Deposition. Blackwell, Berlin, 117-148.
External links
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