Oleylamine
Names | |
---|---|
IUPAC name
(Z)-Octadec-9-enylamine | |
Other names
9-Octadecenylamine 1-Amino-9-octadecene, (9Z)-Octadecene | |
Identifiers | |
ChemSpider | |
ECHA InfoCard | 100.003.650 |
PubChem CID |
|
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) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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.[2]
Chemical reactions
Oleylamine reacts with carboxylic acid to form its carboxylate salt through an exothermic reaction[3]. Its carboxylate salt can further condensate into amides through the loss of one water molecule.
Uses
Commercially, it is mainly used as a surfactant or precursor to surfactants.[4]
It has also been used in the laboratory in the synthesis of nanoparticles.[5] It can function both as a solvent for the reaction mixture and as a coordinating agent to stabilize the surface of the particles.
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.
See also
References
- ↑ Oleylamine at chemicaldictionary.org
- ↑ Technical grade Oleylamine on Sigma-Aldrich
- ↑ Yin, Xi; Wu, Jianbo; Li, Panpan; Shi, Miao; Yang, Hong (January 2016). "Self-Heating Approach to the Fast Production of Uniform Metal Nanostructures". ChemNanoMat. 2 (1): 37–41. doi:10.1002/cnma.201500123.
- ↑ Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. doi:10.1002/14356007.a02_001
- ↑ Mourdikoudis, Stefanos; Liz-Marzán, Luis M. (2013-05-14). "Oleylamine in Nanoparticle Synthesis". Chemistry of Materials. 25 (9): 1465–1476. ISSN 0897-4756. doi:10.1021/cm4000476.