Oleylamine

 ( Amines ) 

Oleylamine is an organic compound with a molecular formula C₁₈H₃₅NH₂. It is an unsaturated fatty amine related to the fatty acid oleic acid. The pure compound is a clear and colorless liquid. Commercially available oleylamine reagents vary in colour from clear and colorless to varying degrees of yellow due to impurities. The major impurities include trans isomer (elaidylamine) and other long chain with varying chain lengths. Minor impurities include oxygen-containing substances such as and Nitro compound.

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Chemical reactions 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. In the presence of acetic acid, oleylamin forms with DNA insoluble complexes with the radii of the particles equal 60–65 nm.

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Uses Commercially, it is mainly used as a surfactant or precursor to surfactants.Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005.

It has also been used in the laboratory to synthesise nanoparticles. It can function both as a solvent for the reaction mixture and as a coordinating agent to stabilize the surface of the particles. It can also coordinate with metal ions, change the form of metal precursors and affect the formation kinetics of nanoparticles during the synthesis. As a ligand bound to metal nanoparticle surfaces, it exhibits an apparent length of 1.8 - 2.2 nm. This reported value varies between studies and the degree of interdigitation between overlapping oleylamine layers, particularly those of neighboring nanoparticles.

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Safety 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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Characterization Oleylamine can be characterized using MS, HNMR, CNMR, IR, and Raman. Each technique shows distinct peaks in various regions.

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See also

• Oleamide

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