Tetraoctylammonium bromide

Base Information

• Chemical Name: Tetraoctylammonium bromide
• CAS No.: 14866-33-2
• Molecular Formula: C32H68BrN
• Molecular Weight: 546.803
• Hs Code.: 2923.90
• European Community (EC) Number: 238-936-9
• UNII: 52QW29OWOC
• DSSTox Substance ID: DTXSID7034042
• Wikipedia: Tetraoctylammonium_bromide
• Wikidata: Q7706628
• ChEMBL ID: CHEMBL1499545
• Mol file: 14866-33-2.mol

Synonyms:tetraoctylammonium bromide

Chemical Property of Tetraoctylammonium bromide

Chemical Property:

• Appearance/Colour: White to off white crystalline powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 95-98 °C(lit.)
• Refractive Index: 1.5260 (estimate)
• Boiling Point: 209.3℃[at 101 325 Pa]
• Flash Point: Not expected to be a fire hazard
• PSA: 0.00000
• Density: 1.0041 (rough estimate)
• LogP: 8.24920
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: 600g/l
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 28
• Exact Mass: 545.45351
• Heavy Atom Count: 34
• Complexity: 281

Purity/Quality:

99%, ^*data from raw suppliers

Tetra-n-octylammonium bromide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Useful:

• Chemical Classes: Nitrogen Compounds -> Quaternary Amines
• Canonical SMILES: CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)CCCCCCCC.[Br-]
• Uses: Tetraoctylammonium bromide (TOAB) has been used as a phase transfer agent to transfer gold tetrachloroaurate from aqueous phase to organic phase in a two-phase (organic-aqueous) method of alkanethiol stabilized gold nanoparticle synthesis. It is also used to prepare TOAB-capped gold nanoparticles, which shows well-defined plasmon absorption compared to thiol-capped nanoparticles. TOAB has been used as recognition element in formulating potentiometric membrane to develop an electronic tongue system for monitoring nitrogen species level in water samples.

Technology Process of Tetraoctylammonium bromide

There total 2 articles about Tetraoctylammonium 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:

C6H5O(1-)*C6H6O*C32H68N(1+) (1392488-23-1) + benzyl bromide (100-39-0) → (benzyloxy)benzene (946-80-5) + tetraoctyl ammonium bromide (14866-33-2) + phenol (108-95-2,27073-41-2)

Guidance literature:

In acetonitrile; at 20 ℃;

DOI:10.1021/ja304808u

Reference yield:

methanol (67-56-1) + C32H68N(1+)*CH4O*Br(1-) → tetraoctyl ammonium bromide (14866-33-2)

Guidance literature:

In dichloromethane; at 26 ℃; Equilibrium constant; 9.1 - 10.6 M^-1;

DOI:10.3891/acta.chem.scand.51-0270

Reference yield: 97.0%

propyl methanesulfonate (1912-31-8) + tetraoctyl ammonium bromide (14866-33-2) → propyl bromide (106-94-5) + tetraoctylammonium methanesulfonate (70098-05-4)

Guidance literature:

In benzene; at 80 ℃;

upstream raw materials:

methanol

C₆H₅O^(1-)*C₆H₆O*C₃₂H₆₈N⁽¹⁺⁾

benzyl bromide

Downstream raw materials:

1-bromo-octane

tetraoctylammonium methanesulfonate

propyl bromide

N,N-dioctylaminobenzene

Refernces

• 1、 Kristiansson, Olof,Schuisky, Mikael. "Interaction between methanol and the Cl-, Br-, I-, NO3-, ClO4-, BF4-, SO3CF3- and PF6- anions studied by FTIR spectroscopy". . p. 270 - 273. Retrieved 2007/10/03.