Didodecyldimethylammonium bromide

Base Information

• Chemical Name: Didodecyldimethylammonium bromide
• CAS No.: 3282-73-3
• Molecular Formula: C26H56BrN
• Molecular Weight: 462.641
• Hs Code.: 29239000
• European Community (EC) Number: 221-923-7
• NSC Number: 20912
• UNII: 7Y37A25K2I
• DSSTox Substance ID: DTXSID5047112
• Wikidata: Q27269002
• ChEMBL ID: CHEMBL332670
• Mol file: 3282-73-3.mol

Synonyms:1-Dodecanaminium,N-dodecyl-N,N-dimethyl-, bromide (9CI);Ammonium, didodecyldimethyl-, bromide(8CI);Didodecyldimethylammonium bromide (7CI);Bis(dodecyl)dimethylammoniumbromide;Bis(n-dodecyl)dimethylammonium bromide;DDAB;Di-n-dodecyldimethylammonium bromide;Dilauryldimethylammonium bromide;Dimethyldidodecylammonium bromide;Dimethyldilaurylammonium bromide;

Chemical Property of Didodecyldimethylammonium bromide

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 157-162 °C(lit.)
• Refractive Index: 1.5260 (estimate)
• PSA: 0.00000
• Density: 1.0463 (rough estimate)
• LogP: 5.90860
• Sensitive.: Hygroscopic
• Solubility.: ethanol: 0.1 g/mL, clear, colorless
• Water Solubility.: Soluble in hot and cold water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 22
• Exact Mass: 461.35961
• Heavy Atom Count: 28
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

Didodecyldimethylammonium bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Quaternary Amines
• Canonical SMILES: CCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCC.[Br-]
• Uses: (Di-n-dodecyl)dimethylammonium bromide is used as a phase transfer catalyst. It is also used as floor disinfectant. Further, it acts as surface-active agent. Didodecyldimethylammonium bromide (DDAB) is a double-chain cationic surfactant.Possible applications:DDAB can be employed as a co-surfactant to synthesize well-defined multilamellar vesicular silica with an adjustable number of layers.As a surfactant to synthesize gold nanoclusters and nanocubes.It forms supersaturated reverse micelles and microemulsions that act as organized reaction microenvironments for the synthesis of barium sulfate.Calcium montmorillonite can be modified by DDAB through direct ion-exchange to synthesize thermally stable organoclay.

Technology Process of Didodecyldimethylammonium bromide

There total 6 articles about Didodecyldimethylammonium bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

N,N-dimethylaminododecane (112-18-5,83855-86-1) + 1-dodecylbromide (143-15-7) → N,N-didodecyl-N,N-dimethylammonium bromide (3282-73-3)

Guidance literature:

In ethanol; for 24h; Heating;

DOI:10.1039/b606343h

Reference yield: 40.0%

1-dodecylbromide (143-15-7) + dimethyl amine (124-40-3) → N,N-dimethylaminododecane (112-18-5,83855-86-1) + N,N-didodecyl-N,N-dimethylammonium bromide (3282-73-3)

Guidance literature:

In water; benzene; at 20 - 25 ℃; for 20h; Reagent/catalyst;

DOI:10.1007/s11172-014-0761-x

Reference yield:

ethylene glycol mono-n-dodecyl ether (4536-30-5,9015-55-8) → N,N-didodecyl-N,N-dimethylammonium bromide (3282-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; phosphorus tribromide / 2 h / -10 - 25 °C

2: water; benzene / 20 h / 20 - 25 °C

With pyridine; phosphorus tribromide; In water; benzene;

DOI:10.1007/s11172-014-0761-x

upstream raw materials:

methyl bromide

N-methyldidodecylamine

didodecyldimethylammonium hydroxyde

N,N-dimethylaminododecane

Downstream raw materials:

N,N-dimethyl-N,N-didodecylammonium chloride

didodecyldimethylammonium hydroxyde

Refernces

• 1、 Miller, D. D.,Bellare, J. R.,Evans, D. F.,Talmon, Y.,Ninham, B. W.. "Meaning and Structure of Amphiphilic Phases: Inferences from Video-Enhanced Microscopy and Cryotransmission Electron Microscopy". . p. 674 - 685. Retrieved 1987.
• 2、 Zhang, Hui,Lin, Xiankun,Yan, Yi,Wu, Lixin. "Luminescent logic function of a surfactant-encapsulated polyoxometalate complex". . p. 4575 - 4577. Retrieved 2007/10/03.
• 3、 Hiramatsu, Koichi,Kameyama, Keiichi,Ishiguro, Ryo,Mori, Masaki,Hayase, Hisao. "Properties of Dilute Aqueous Solutions of Double-Chain Surfactants, Alkyldodecyldimethylammonium Bromides with a Change in the Length of the Alkyl Chains". . p. 1903 - 1910. Retrieved 2007/10/03.