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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.027.754
UNII
  • 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
  • CCCCCCCC/C=C\CCCCCCCCNCCCN
Properties
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)
insoluble (at 20 °C)
Solubility Soluble in acetone, methanol
Hazards
GHS labelling:
GHS05: Corrosive GHS06: Toxic GHS07: Exclamation mark GHS08: Health hazard GHS09: Environmental hazard
Danger
H290, H301, H302, H315, H318, H372, H410
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)
NFPA 704 four-colored diamond
3
1
0
Flash point 54 °C (129 °F; 327 K)
Safety data sheet (SDS) [1]
Related compounds
Related amines
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.

References
  1. http://chem-international.com/wp-content/uploads/2013/08/Oleyl-Diamine.pdf
  2. "(Z)-N-9-octadecenylpropane-1,3-diamine | 7173-62-8". Chemicalbook.com. Retrieved 2022-05-02.
  3. National Center for Biotechnology Information. PubChem Compound Database; CID=40764. https://pubchem.ncbi.nlm.nih.gov/compound/40764 (accessed 2016-12-24).
  4. "Duomeen OL - AkzoNobel Functional Applications". Archived from the original on 2017-11-27. Retrieved 2016-12-24.


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