72901-31-6

Basic information

• Product Name: dioleamide
• Synonyms: dioleamide;9-Octadecenamide, N-(9Z)-9-octadecenyl-, (9Z)-;(Z)-N-[(Z)-9-Octadecenyl]-9-octadecenamide;N-[(9Z)-9-Octadecenyl]oleic amide;N-Oleyloleamide;N-((Z)-octadec-9-enyl)oleamide;N-(9Z)-9-Octadecen-1-yl-(9Z)-9-octadecenamide
• CAS NO: 72901-31-6
• Molecular Formula: C36H69NO
• Molecular Weight: 531.9392
• EINECS: 276-974-8
• Mol File: 72901-31-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 45℃
• Boiling Point: 640.7°C at 760 mmHg
• Flash Point: 398.3°C
• Appearance: /
• Density: 0.863±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 2.6E-16mmHg at 25°C
• Refractive Index: 1.472
• Water Solubility: 0ng/L at 25℃
• CAS DataBase Reference: dioleamide(CAS DataBase Reference)
• NIST Chemistry Reference: dioleamide(72901-31-6)
• EPA Substance Registry System: dioleamide(72901-31-6)

Safety Data

• Hazardous Substances Data: 72901-31-6(Hazardous Substances Data)

Usage

Flammability and Explosibility

Notclassified

InChI:InChI=1/C36H69NO/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-36(38)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20H,3-16,21-35H2,1-2H3,(H,37,38)/b19-17+,20-18-

Upstream product

• 112-90-3 (Z)-9-octadecen-1-amine 
• 112-80-1 cis-Octadecenoic acid 
• 112-77-6 (Z)-9-octadecenoyl chloride 

Relevant articles and documents

Synthesis of colloidal uranium-dioxide nanocrystals

In this paper, we have developed an organic-phase synthesis method for producing size-controlled, nearly monodispersed, colloidal uranium-dioxide nanocrystals. These UO2 nanocrystals are potentially important to applications such as nuclear fuel materials, catalysts, and thermopower materials. In addition, we have systematically mapped out the functions of the solvents (oleic acid, oleylamine, and 1-octadecene) in the synthesis, and we found that N-(cis-9-octadecenyl)oleamidea product of the condensation of oleic acid and oleylaminecan substantially affect the formation of UO2 nanocrystals. Importantly, these results provide fundamental insight into the mechanisms of UO2 nanocrystal synthesis. Moreover, because a mixture of oleic acid and oleylamine has been widely used in synthesizing a variety of high-quality metal or metal-oxide nanocrystals, the results herein should also be important for understanding the detailed mechanisms of these syntheses. Copyright

Design of Ionizable Lipids to Overcome the Limiting Step of Endosomal Escape: Application in the Intracellular Delivery of mRNA, DNA, and siRNA

The intracellular delivery of nucleic acid molecules is a complex process involving several distinct steps; among these the endosomal escape appeared to be of particular importance for an efficient protein production (or inhibition) into host cells. In the present study, a new series of ionizable vectors, derived from naturally occurring aminoglycoside tobramycin, was prepared using improved synthetic procedures that allow structural variations on the linker and hydrophobic domain levels. Complexes formed between the new ionizable lipids and mRNA, DNA, or siRNA were characterized by cryo-TEM experiments and their transfection potency was evaluated using different cell types. We demonstrated that lead molecule 30, bearing a biodegradable diester linker, formed small complexes with nucleic acids and provided very high transfection efficiency with all nucleic acids and cell types tested. The obtained results suggested that the improved and "universal" delivery properties of 30 resulted from an optimized endosomal escape, through the lipid-mixing mechanism.