Hexadecyl(trimethyl)azanium;bromide

Base Information

• Chemical Name: Hexadecyl(trimethyl)azanium;bromide
• CAS No.: 57-09-0
• Molecular Formula: C19H42BrN
• Molecular Weight: 476.914
• Hs Code.: 29239000
• Mol file: 57-09-0.mol

Synonyms:hexadecyl(trimethyl)azanium;bromide

Chemical Property of Hexadecyl(trimethyl)azanium;bromide

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 248-251 °C(lit.)
• Refractive Index: 1.5260 (estimate)
• Flash Point: 244 °C
• PSA: 0.00000
• Density: 1.1107 (rough estimate)
• LogP: 3.17790
• Storage Temp.: Store at RT.
• Sensitive.: Hygroscopic
• Solubility.: H2O: 50 mg/mL
• Water Solubility.: 13 g/L (20 ºC)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 14
• Exact Mass: 363.25006
• Heavy Atom Count: 21
• Complexity: 187

Purity/Quality:

99.0% ^*data from raw suppliers

Hexadecyltrimethylammonium Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N
• Hazard Codes: Xn,N
• Statements: 22-37/38-41-50-50/53-36/37/38-48/22
• Safety Statements: 26-39-61-37/39-60-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC[N+](C)(C)C.[Br-]
• Uses: antiinfectant Hexadecyltrimethylammonium Bromide (CTAB) is a cationic surfactant used as a template in the synthesis of Mesoporous γ-Fe2O3. A cationic detergent used in the isolation of high molecular weight DNA. cetrimonium bromide is a quaternary ammonium salt that can prevent the proliferation of bacteria, fungi, and yeast in cosmetic preparation, while also act as an emulsifying agent.

Technology Process of Hexadecyl(trimethyl)azanium;bromide

There total 18 articles about Hexadecyl(trimethyl)azanium;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: 86.0%

17-tetratriacontyne (114838-55-0) → 17-tetratriacontene (57-09-0)

Guidance literature:

With hydrogen; Pd-BaSO₄; In ethanol; hexane; at 25 ℃; for 5h; under 3102.9 Torr;

DOI:10.1021/ja00223a035

Reference yield:

4-(4-Dimethylamino-phenylazo)-benzenesulfonatehexadecyl-trimethyl-ammonium; (99023-50-4) → methyl orange (547-58-0) + cetyltrimethylammonim bromide (57-09-0)

Guidance literature:

With sodium bromide; at 19.9 ℃; Equilibrium constant; var. temps.;

DOI:10.1246/bcsj.66.2457

Reference yield:

hexadecanyl bromide (112-82-3) + trimethylamine (75-50-3) → cetyltrimethylammonim bromide (57-09-0)

Guidance literature:

With methanol;

DOI:10.1021/ja01155a027

upstream raw materials:

hexadecanyl bromide

trimethylamine

hexadecyltrimethylammonium cyanide

4-(4-Dimethylamino-phenylazo)-benzenesulfonatehexadecyl-trimethyl-ammonium;

Downstream raw materials:

1,1-bis(4-chlorophenyl)-2,2-dichloroethylene

4-vinylbenzyl chloride

4-nitrostyrene

methyl bromide

Refernces

10.1021/ja00846a035

The study investigates the impact of cationic micelles, specifically hexadecyltrimethylammonium bromide (CTABr), on the acidity of carbon acids and phenols, as well as the electronic and 'H nuclear magnetic resonance (NMR) spectral characteristics of nitro carbanions in micelles. The researchers found that CTABr micelles significantly enhance the acid dissociation of various carbon acids and phenols, with the effect being most pronounced for nitro carbanions. The study involved several chemicals, including 4-nitrophenylacetonitriles, 1-nitroindene, 4-nitrophenol, and 2,6-di-tert-butyl-4-nitrophenol, which were used to examine the changes in their acid dissociation constants (pKa values) in the presence of CTABr micelles. Additionally, the visible and 'H NMR spectra of these nitro carbanions were analyzed to understand the interactions between the carbanions and CTABr molecules. The results showed that CTABr micelles cause a red shift in the visible spectra of nitro carbanions and induce upfield shifts in the 'H NMR signals of the aromatic protons of the carbanions and the N+(CH3)3 protons of the surfactant, indicating tight interactions. The study concludes that the presence of CTABr micelles enhances the acidity of carbon acids and phenols by stabilizing the anionic form through tight association with the surfactant molecules, and the spectral changes observed are attributed to the unique interactions within the micelle environment rather than chemical reactions.

A novel approach for highly regio- and stereoselective synthesis of (Z)-3-methyleneisoindoline-1-ones in aqueous micellar medium

10.1016/j.tetlet.2012.10.001

The study presents an environmentally benign and operationally simple method for the regio- and stereoselective synthesis of (Z)-3-methyleneisoindolinones in an aqueous micellar medium. The key chemicals involved include 2-iodo-N-phenyl-benzamides and terminal alkynes as starting materials. The reaction is catalyzed by Pd(CH3CN)Cl2 in the presence of 1,4-bis(4-pyridyl)-2,3-diaza-1,3-butadiene as a ligand, and cetyltrimethylammonium bromide (CTAB) as a surfactant to form micelles, which enhance the solubility and reaction efficiency. The use of DBU as a base is crucial for achieving high yields. This Cu-free domino Sonogashira reaction followed by 5-exo-dig cyclization under aerobic conditions allows for the synthesis of a library of (Z)-3-methyleneisoindolinones with high yields and short reaction times, highlighting the eco-friendly and efficient nature of the protocol.

Light Triggered Dioxygen Complexation by Co^II-meso-tetraphenylporphyrin and Long Chain Derivatives in Aqueous Micellar Solutions

10.1039/P29900001105

The study investigates the light-triggered complexation of dioxygen by Co(II)-meso-tetraphenylporphyrin (Co"TPP) and its long-chain derivatives in aqueous micellar solutions. The researchers used Triton X-100, sodium dodecyl sulfate (SDS), and cetyltrimethylammonium bromide (CTAB) as the micelles. The study found that the complexation of dioxygen is induced by irradiation in the Soret band or the visible absorption band, and it is reversible at room temperature even in dilute detergent solutions. The initial binding of an ether oxygen of Triton or a water molecule to the cobalt atom is proposed as the first step, with visible irradiation ejecting one of these ligands to allow dioxygen to bind. The stability and reversibility of these systems are shown to be highly sensitive to the structure and environment of the metalloporphyrins, with the liquid interface playing a crucial role. The study provides quantum yields for the photo-processes and thermodynamic data for ionic and non-ionic micellar solutions, suggesting that these simple models can meet most conditions required for cobalt-reconstituted biological dioxygen carriers to function similarly to natural carriers.