Tetraethylammonium bromide

Base Information

• Chemical Name: Tetraethylammonium bromide
• CAS No.: 71-91-0
• Deprecated CAS: 65129-07-9,65129-11-5,65129-11-5
• Molecular Formula: C8H20BrN
• Molecular Weight: 210.157
• Hs Code.: 29239000
• European Community (EC) Number: 200-769-4
• NSC Number: 36724
• UNII: 0435621Z3N
• DSSTox Substance ID: DTXSID9044457
• Wikipedia: Tetraethylammonium_bromide
• Wikidata: Q5961420
• NCI Thesaurus Code: C152577
• ChEMBL ID: CHEMBL324254
• Mol file: 71-91-0.mol

Synonyms:Bromide, Tetraethylammonium;Chloride, Tetraethylammonium;Hydroxide, Tetraethylammonium;Iodide, Tetraethylammonium;Ion, Tetraethylammonium;Tetraethylammonium;Tetraethylammonium Bromide;Tetraethylammonium Chloride;Tetraethylammonium Hydroxide;Tetraethylammonium Iodide;Tetraethylammonium Ion

Chemical Property of Tetraethylammonium bromide

Chemical Property:

• 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

Purity/Quality:

99% ^*data from raw suppliers

Tetraethylammonium 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:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• 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.

Technology Process of Tetraethylammonium bromide

There total 21 articles about Tetraethylammonium 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: 98.6%

trans-2-bromobutenedioic acid dimethyl ester (2509-16-2) + triethylamine (121-44-8) → tetraethylammonium bromide (71-91-0) + dimethyl diethylaminofumarate (996-85-0,98033-35-3)

Guidance literature:

In acetonitrile; for 7h; Heating;

Reference yield: 98.0%

ethyl bromide (74-96-4) + triethylamine (121-44-8) → tetraethylammonium bromide (71-91-0)

Guidance literature:

In acetonitrile; at 60 ℃; for 72h;

DOI:10.1002/open.201900217

Reference yield: 60.0%

(Et4N)2{Mo3(μ3-S)(μ2-S2)3Br6} → (PPh3)3Mo3(μ3-S)(μ2-S)3Br4 + tetraethylammonium bromide (71-91-0) + triphenylphosphine sulfide (3878-45-3)

Guidance literature:

With P(C₆H₅)3; In methanol; Stirring of a suspn. of Mo-compd. and PPh3 (MeOH, 1 h).; Filtn. of pptd. green solid, washing with hot MeOH and benzene, drying (vac.), elem. anal.;

DOI:10.1016/S0020-1693(00)83936-5

upstream raw materials:

ethyl bromide

triethylamine

diethyl sulfate

cis+trans-dibromoethylene

Downstream raw materials:

N-phenyl-2-oxazolidinone

tetraethylammonium acetate

tetraethylammonium bis<α,α-bis(trifluoromethyl)benzenemethanolato (2-)-C²,O><3-(trifluoromethyl)phenyl>silicate(1-)

ethane

Refernces

• 1、 Satish, Lakkoji,Millan, Sabera,Bera, Krishnendu,Mohapatra, Sujata,Sahoo, Harekrushna. "A spectroscopic and molecular dynamics simulation approach towards the stabilizing effect of ammonium-based ionic liquids on bovine serum albumin". . p. 10712 - 10722. Retrieved 2017/10/03.
• 2、 Turovskij, Nikolaj A.,Berestneva, Yulia V.,Raksha, Elena V.,Zubritskij, Mikhail Yu.,Grebenyuk, Serhiy A.. "NMR study of the complex formation between tert-butyl hydroperoxide and tetraalkylammonium bromides". . p. 1443 - 1448. Retrieved 2014/11/27.