Oleylamine
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| Names | |
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IUPAC name
(Z)-Octadec-9-enylamine
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| Other names
9-Octadecenylamine
1-Amino-9-octadecene, (9Z)-Octadecene |
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| Identifiers | |
| ChemSpider | |
| ECHA InfoCard | 100.003.650 |
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PubChem CID
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| UNII | |
| Properties | |
| C18H37N | |
| Molar mass | 267.493 g/mol |
| Appearance | colorless oil, yellowish when impure |
| Density | 0.813 g/cm3 |
| Melting point | 21 °C (70 °F; 294 K) |
| Boiling point | 364 °C (687 °F; 637 K) |
| Insoluble | |
| Hazards | |
| NFPA 704 | |
| Flash point | 154 °C (309 °F; 427 K) |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references | |
Oleylamine is the organic compound with the formula C18H35NH2. It is an unsaturated fatty amine related to the fatty acid oleic acid. Although the pure compound is a colorless oil, typical commercial samples are yellowish and contain a few percent other fatty amines.
Oleylamine reacts with carboxylic acid to form its carboxylate salt through an exothermic reaction. Its carboxylate salt can further condensate into amides through the loss of one water molecule.
Commercially, it is mainly used as a surfactant or precursor to surfactants.
It has also been used in the laboratory in the synthesis of nanoparticles<ref name="Yin 2016">. It can function both as a solvent for the reaction mixture and as a coordinating agent to stabilize the surface of the particles.
Oleylamine has an LD50 (Intraperitoneal) of 888 mg/kg in mice, however note that it is listed as a level 3 health hazard on the NFPA diamond, so it should be handled with caution.
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