Oleylamine

Structural formula
General
Surname	Oleylamine
other names	( Z ) -Octadec-9-enylamine; cis -1-amino-9-octadecene; cis -9-octadecenylamine; OAm;
Molecular formula	C 18 H 37 N
Brief description	yellow liquid with an amine-like odor
External identifiers / databases
EC number	204-015-5
ECHA InfoCard	100.003.650
PubChem	5356789
ChemSpider	4512354
Wikidata	Q7086490
properties
Molar mass	267.50 g mol −1
Physical state	liquid
density	0.813 g cm −3 (25 ° C)
Melting point	18-26 ° C
boiling point	348-350 ° C
solubility	practically insoluble in water
Refractive index	1.4596 (20 ° C)
safety instructions
H and P phrases	H: 302-304-314-335-373-410
	P: 260-280-303 + 361 + 353-304 + 340 + 310-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Oleylamine is a chemical compound from the group of aliphatic amines .

Extraction and presentation

Oleylamine can be obtained by hydrogenating ( Z ) -9-octadecenenitrile in the presence of ammonia and a Raney nickel catalyst .

properties

Oleylamine is a flammable, difficult to ignite, yellow paste with an amine-like odor that is practically insoluble in water. The compound is a long-chain primary alkylamine that acts as an electron donor and has an affinity for metals because of its NH ₂ group.

use

Oleylamine is used in the chemical synthesis of nanoparticles . It acts as a powerful reducing agent as well as a stabilizer in the synthesis of nanoparticles. It was also used as a surfactant in textile production and as a cosmetic ingredient.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on oleylamine in the GESTIS substance database of the IFA , accessed on December 7, 2018(JavaScript required) .
↑ ^a ^b ^c data sheet Oleylamine, technical grade, 70% from Sigma-Aldrich , accessed on December 7, 2018 ( PDF ).
↑ Entry on (Z) -octadec-9-enylamine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on December 7, 2018. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ ^a ^b Entry on oleylamine in the Hazardous Substances Data Bank , accessed December 7, 2018.
↑ Stefanos Mourdikoudis, Luis M. Liz-Marzán: Oleylamine in Nanoparticle Synthesis. In: Chemistry of Materials. 25, 2013, p. 1465, doi : 10.1021 / cm4000476 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on oleylamine in the GESTIS substance database of the IFA , accessed on December 7, 2018(JavaScript required) .

[Sigma-2] ta sheet Oleylamine, technical grade, 70% from Sigma-Aldrich , accessed on December 7, 2018 ( PDF ).

[CLP_100.003.650-3] Entry on (Z) -octadec-9-enylamine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on December 7, 2018. Manufacturers or distributors can expand the harmonized classification and labeling .

[HSDB-4] Entry on oleylamine in the Hazardous Substances Data Bank , accessed December 7, 2018.

[DOI10.1021/cm4000476-5] Stefanos Mourdikoudis, Luis M. Liz-Marzán: Oleylamine in Nanoparticle Synthesis. In: Chemistry of Materials. 25, 2013, p. 1465, doi : 10.1021 / cm4000476 .