N-Oleyl-1,3-propanediamine

N-Oleyl-1,3-propanediamine is an organic compound and a diamine with the formula C₂₁H₄₄N₂.^[2][3] It has found use in numerous industries. The main producer of commercial N-Oleyl-1,3-propanediamine is AkzoNobel, who sells it under the name Duomeen OL.^[4]

N-Oleyl-1,3-propanediamine

Names
Preferred IUPAC name N1-[(9Z)-Octadec-9-en-1-yl]propane-1,3-diamine
Other names (Z)-N-9-octadecenylpropane-1,3-diamine
Identifiers
CAS Number	7173-62-8 Y
3D model (JSmol)	Interactive image
ChemSpider	4940590
ECHA InfoCard	100.027.754
PubChem CID	40764
UNII	54XL96S8SY Y
CompTox Dashboard (EPA)	DTXSID0027644
InChI InChI=1S/C21H44N2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-23-21-18-19-22/h9-10,23H,2-8,11-22H2,1H3/b10-9- Key: TUFJPPAQOXUHRI-KTKRTIGZSA-N
SMILES CCCCCCCC/C=C\CCCCCCCCNCCCN
Properties
Chemical formula	C21H44N2
Molar mass	324.597 g·mol−1
Appearance	Colourless or yellow liquid
Odor	Ammoniacal
Density	0.841 g/cm3
Melting point	12 °C (54 °F; 285 K)
Boiling point	300 °C (572 °F; 573 K)
Solubility in water	insoluble (at 20 °C)
Solubility	Soluble in acetone, methanol
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H290, H301, H302, H315, H318, H372, H410
Precautionary statements	P234, P260, P264, P270, P273, P280, P301+P330+P331, P302+P352, P304+P340, P321, P330, P362+P364, P363, P390, P391, P405, P406, P501
NFPA 704 (fire diamond)	3 1 0
Flash point	54 °C (129 °F; 327 K)
Safety data sheet (SDS)	[1]
Related compounds
Related amines	1,3-diaminopropane oleylamine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Uses

N-Oleyl-1,3-propanediamine is used as a catalyst in the production of urethanes and epoxies. It is used as a emulsifier in the making of asphalt, an ore flotation agent, and a dispersant for some paints. It has also found use as a lubricant due to its unreactivity with cations, which are present in some adhesive manufacturing.