Dioctadecylamine

• CAS: 112-99-2
• Catalog Number: ACM112992
• Category: Main Products
• Molecular Weight: 521.99
• Molecular Formula: C36H75N
• Synonyms: DODA, Distearylamine
• IUPAC Name: N-octadecyloctadecan-1-amine
• Canonical SMILES: CCCCCCCCCCCCCCCCCCNCCCCCCCCCCCCCCCCCC
• InChI Key: HKUFIYBZNQSHQS-UHFFFAOYSA-N
• Boiling Point: 524.75 °C (estimate)
• Melting Point: 71-73 °C
• Flash Point: 197.2ºC
• Density: 0.826g/cm³
• Storage: Room temperature
• EC Number: 204-020-2
• Exact Mass: 521.59000
• Hazard Statements: Xi
• Physical State: Solid
• RIDADR: NONH for all modes of transport
• Safety Description: 26-36
• Supplemental Hazard Statements: H315-H319-H335
• Symbol: GHS07

Case Study

Dioctadecylamine Used in the Synthesis of Bisalkylated Polysarcosine-Based Lipopolymers

Muhl, Christian, et al. European Polymer Journal, 2019, 120, 109223.

Dialkylated polysarcosine lipopolymers can be successfully prepared by nucleophilic ring-opening polymerization (ROP) of sarcosine N-carboxy-anhydride (NCA) using a C18-based dialkylamine, namely dioctadecylamine (DODA, BA18). These polymers have potential as substitutes for PEGylated lipids.
Synthesis of polysarcosine
· Sar-NCA was transferred into a pre-dried Schlenk tube under nitrogen counter flow and flame-dried under high vacuum for 1 hour. After that, the NCA was dissolved in dry benzonitrile to make a solution with a concentration of 100 mg/mL.
· 1/n equivalent of dioctadecylamine was mixed in pre-dried THF (toluene) and added to the NCA solution. The mixture was stirred at room temperature under a constant pressure of 1.25 bar of dry nitrogen through the Schlenk line to ensure no impurities entered the reaction vessel while allowing CO2 to escape.
· The completion of the reaction was confirmed using Fourier transform infrared (FTIR) spectroscopy by observing the disappearance of NCA peaks at 1853 and 1786 cm-1. After the reaction was finished, the polymer was precipitated in cold ether, centrifuged at 4500 rpm at 4 °C for 15 minutes.
· After removing the liquid, fresh ether was added, and the polymer was resuspended through sonication. This process was repeated, and then the polymer was dissolved in water, dialyzed in MilliQ water, and lyophilized, resulting in a colorless, rigid, and porous solid.

Surface Modification and Phase Transfer of Gold Nanoparticles by Dioctadecylamine

Soliwoda, Katarzyna, et al. Langmuir, 2014, 30(23), 6684-6693.

Phase transfer of aqueous-phase synthesized gold nanoparticles (AuNPs) from water to toluene was performed using three secondary amines with different alkyl chain lengths. The results showed that dioctadecylamine provided the most efficient nanoparticle transfer and stability.
Nanoparticle Surface Modification and the Phase Transfer Process
· Three secondary amines with varying chain lengths - dioctylamine [(C8H17)2NH], didodecylamine [(C12H25)2NH], and dioctadecylamine [(C18H35)2NH] - were utilized for modifying the surface of gold nanoparticles. These alkylamines with long hydrophobic chains were chosen as modifiers due to their potential to stabilize the metal organosols effectively over extended periods.
· To facilitate the phase transfer process, each modifier was dissolved in a 0.01% toluene solution. The quantity of the modifier applied corresponded to 5, 10, 20, 50, and 100 molecules/nm2 of NP surface to replace the existing citrate ligands effectively.
· Gold nanoparticles underwent transfer from water to toluene through modification with dioctylamine, didodecylamine, or dioctadecylamine. To the aqueous nanoparticle colloid 1, 2, or 3 were added acetone and toluene with one of the amines. Following a 5-minute agitation period, the biphasic system spontaneously separated into a toluene phase and a water phase after resting for an additional 2 minutes.

Custom Q&A

What is the PubChem CID of Dioctadecylamine?

The PubChem CID of Dioctadecylamine is 66989.

What is the molecular formula of Dioctadecylamine?

The molecular formula of Dioctadecylamine is C36H75N.

What is the synonym for Dioctadecylamine?

One of the synonyms for Dioctadecylamine is Distearylamine.

What is the molecular weight of Dioctadecylamine?

The molecular weight of Dioctadecylamine is 522.0 g/mol.

What is the IUPAC name of Dioctadecylamine?

The IUPAC name of Dioctadecylamine is N-octadecyloctadecan-1-amine.

What is the InChI of Dioctadecylamine?

The InChI of Dioctadecylamine is InChI=1S/C36H75N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37H,3-36H2,1-2H3.

What is the InChIKey of Dioctadecylamine?

The InChIKey of Dioctadecylamine is HKUFIYBZNQSHQS-UHFFFAOYSA-N.

What is the canonical SMILES of Dioctadecylamine?

The canonical SMILES of Dioctadecylamine is CCCCCCCCCCCCCCCCCCNCCCCCCCCCCCCCCCCCC.

What is the CAS number of Dioctadecylamine?

The CAS number of Dioctadecylamine is 112-99-2.

Is Dioctadecylamine a covalently-bonded unit?

Yes, Dioctadecylamine is a covalently-bonded unit.