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09-SEPTEMBER-2008 19:33:10 - Oleic acid Oleic acid 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/CCCCCCCO=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 Hg1 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 Oleic acid is a monounsaturated omega-9 fatty acid found in various animal and vegetable sources. It has the formula C18H34O2 or CH3CH27CH=CHCH27COOH.2 The saturated form of this acid is stearic acid. Contents 1 Occurrence 2 Chemistry 3 References 4 External links Occurrence 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 bee5 or ant6 is daubed with oleic acid, it is dragged off as if it were dead. Chemistry 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 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;5422:8598-603. 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 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 Nervonic Retrieved from http://en..org/wiki/Oleic_acid Categories: Fatty acids | Carboxylic acidsHidden categories: All articles with statements | Articles with statements since August 2008 Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page Languages БългарÑ?ки Català ÄŒesky Deutsch Español Français 한국어 Bahasa Indonesia Italiano LatvieÅ¡u Bahasa Melayu Nederlands 日本語 ‪Norsk bokmÃ¥l‬ Polski Português РуÑ?Ñ?кий Suomi Tiếng Việt This page was last modified on 21 August 2008, at 02:27

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