110-31-6

Basic information

• Product Name: N,N'-ETHYLENEBISOLEAMIDE
• Synonyms: N,N'-ETHYLENEBISOLEAMIDE;n,n’-1,2-ethanediylbis-,(z,z)-9-octadecenamid;N,N’-1,2-ethanediylbis-,(Z,Z)-9-Octadecenamide;n,n’-ethane-1,;n,n’-ethane-1,2-diylbisoleamide;ETHYLENE DIOLEAMIDE;BSO;9-Octadecenamide, N,N-1,2-ethanediylbis-, (9Z,9Z)-
• CAS NO: 110-31-6
• Molecular Formula: C₃₈H₇₂N₂O₂
• Molecular Weight: 588.99
• EINECS: 203-756-1
• Mol File: 110-31-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 115-118 °C(lit.)
• Boiling Point: 728.451 °C at 760 mmHg
• Flash Point: 108.908 °C
• Appearance: Beads
• Density: 0.899 g/cm³
• Vapor Pressure: 0.03Pa at 25℃
• Storage Temp.: 2-8°C
• PKA: 15.52±0.46(Predicted)
• CAS DataBase Reference: N,N'-ETHYLENEBISOLEAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-ETHYLENEBISOLEAMIDE(110-31-6)
• EPA Substance Registry System: N,N'-ETHYLENEBISOLEAMIDE(110-31-6)

Safety Data

• Hazardous Substances Data: 110-31-6(Hazardous Substances Data)

Usage

Chemical Properties

Beads

Uses

N,N'-Ethylenebisoleamide is used as an internal and external lubricant for thermoplastics, as a mold release agent with TPU and as an anti-block and slip agent in printing ink vehicles.

Flammability and Explosibility

Nonflammable

Synthetic route

(Z)-9-octadecenoyl chloride (112-77-6) + ethylenediamine (107-15-3) → N,N'-ethylene-bis-oleamide (110-31-6)

Conditions	Yield
With pyridine In chloroform at 5 - 20℃; for 5.33333h;	95%

cis-Octadecenoic acid (112-80-1) → N,N'-ethylene-bis-oleamide (110-31-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride 2: pyridine / chloroform / 5.33 h / 5 - 20 °C View Scheme

Upstream product

• 112-77-6 (Z)-9-octadecenoyl chloride 
• 107-15-3 ethylenediamine 
• 112-80-1 cis-Octadecenoic acid 

Relevant articles and documents

Fabrication of microspheres via solvent volatization induced aggregation of self-assembled nanomicellar structures and their use as a pH-dependent drug release system

A series of oleamide derivatives, (C18H34NO) 2(CH2)n [n = 2 (1a), 3 (1b), 4 (1c), or 6 (1d); C18H34NO = oleic amide fragment] and (C 18H34NO)(CH2)6NH2 (2), have been synthesized and their self-assembly is investigated in ethanol/water media. Self-assembly of 1a and 1b in ethanol/water (1/0.1 v/v) solution (5 mg mL-1) yields microspheres (MSs) with the average diameter ～10 μm via a gradual temperature reduction and solvent volatilization process. Under the same self-assembly conditions, microrods (average diameter ～6 μm and several tens of micrometers in length), micronecklace-like, and shape-irregular microparticles are formed from the self-assembly of 1c, 1d, and 2, respectively. The kinetics of evolution for their self-assemblies by dynamic light scattering technique and in situ observation by optical microscopy reveals that the microstructures formation is from a well-behaved aggregation of nanoscale micelles induced by solvent volatilization. The FT-IR and temperature-dependent 1H-NMR spectra demonstrate the hydrogen bonding force and π-π stacking, which drove the self-assembly of all oleamide derivatives in ethanol/water. Among the fabricated microstructures, the MSs from 1a exhibit the best dispersity, which thus have been used as a scaffold for the in vitro release of doxorubicin. The results demonstrate a pH-sensitive release process, enhanced release specifically at low pH 5.2.