Oleylamine

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Oleylamine[1]
Names
IUPAC name
(Z)-Octadec-9-enylamine
Other names
9-Octadecenylamine
1-Amino-9-octadecene, (9Z)-Octadecene
Identifiers
ChemSpider
ECHA InfoCard 100.003.650 Edit this at Wikidata
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 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 0: Will not burn. E.g. waterInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
0
0
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).

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]

Uses

Commercially, it is mainly used as a surfactant or precursor to surfactants.[3]

It has also been used in the laboratory in the synthesis of nanoparticles. 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

  1. ^ Oleylamine at chemicaldictionary.org
  2. ^ Technical grade Oleylamine on Sigma-Aldrich
  3. ^ 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