Synonyms:Bromide, Tetraethylammonium;Chloride, Tetraethylammonium;Hydroxide, Tetraethylammonium;Iodide, Tetraethylammonium;Ion, Tetraethylammonium;Tetraethylammonium;Tetraethylammonium Bromide;Tetraethylammonium Chloride;Tetraethylammonium Hydroxide;Tetraethylammonium Iodide;Tetraethylammonium Ion
● Appearance/Colour:white to light yellow crystalline solid
● Melting Point:285 °C (dec.)(lit.)
● Refractive Index:1,442-1,444
● PSA:0.00000
● Density:1.397 g/cm3
● LogP:-1.11320
● Storage Temp.:Store at room temperature.
● Sensitive.:Hygroscopic
● Solubility.:acetonitrile: 0.1 g/mL warm, clear, colorless
● Water Solubility.:2795 g/L (25 º C)
● Hydrogen Bond Donor Count:0
● Hydrogen Bond Acceptor Count:1
● Rotatable Bond Count:4
● Exact Mass:209.07791
● Heavy Atom Count:10
● Complexity:47.5
Chemical Classes:Nitrogen Compounds -> Quaternary Amines
Canonical SMILES:CC[N+](CC)(CC)CC.[Br-]
Uses:Tetraethylammonium Bromide, can be used as a source of tetraethylammonium ions for various pharmaceutical studies. It has also the ability to block K+ channels in various tissues. Tetraethylammonium bromide (TEAB) catalyzes the synthesis of thioesters by the oxidative coupling of aldehydes or alcohols with thiols or disulfides.It is used as a catalyst, along with o-iodoxybenzoic acid (IBX), in the oxidation of sulfides to sulfoxides and primary carboxamides to one-carbon dehomologated nitriles.TEAB can also be used as an organic template to synthesize zeolite beta.
Tetraethylammonium bromide (TEABr) is a quaternary ammonium salt with the chemical formula (C2H5)4NBr. It is a white crystalline compound that is soluble in polar solvents such as water and alcohol.
TEABr is commonly used in organic synthesis as a phase transfer catalyst. It facilitates the transfer of reactants and ions between immiscible phases by forming complexes with anions and enhancing their solubility in organic solvents. This enables reactions to proceed more efficiently and selectively. TEABr is particularly useful in reactions such as nucleophilic substitutions, aldol condensations, and polymerizations.
In addition to its role as a catalyst, TEABr also finds applications in other areas. Some notable uses include:
Solvent extraction: TEABr can be used to extract and separate metal ions from aqueous solutions. It helps in the extraction of metals such as platinum, palladium, and gold.
Surface modification: TEABr has been used to modify the surface properties of materials and enhance their adhesion or dispersibility. It is employed in the manufacturing of coatings, paints, and adhesives.
Biological and biochemical research: TEABr is used in various biological and biochemical studies as a stabilizer or additive. It helps in preserving enzymes, proteins, and other biomolecules, and can also aid in ion exchange and protein renaturation processes.
Analysis and separation techniques: TEABr is a common reference standard in ion chromatography and capillary electrophoresis. It assists in the separation and identification of different analytes based on their ionic properties.
Drug delivery systems: TEABr has been explored as a potential component in drug delivery systems due to its biocompatibility and ability to facilitate drug release.
Overall, Tetraethylammonium bromide is a versatile compound with diverse applications in organic synthesis, metal extraction, surface modification, and various research fields. Its unique properties make it a valuable tool for a range of scientific and industrial processes.