CAS 71-91-0 Tetraethylammonium bromide - Catalysts / Alfa Chemistry

Synonyms

N,N,N-Triethylethanaminium bromide

IUPAC Name

tetraethylazanium;bromide;

Molecular Weight

210.16

Molecular Formula

C8H20BrN

Canonical SMILES

CC[N+](CC)(CC)CC.[Br-];

InChI

InChI=1S/C8H20N.BrH/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H/q+1;/p-1;

InChI Key

HWCKGOZZJDHMNC-UHFFFAOYSA-M;

Purity

99%

Storage

Store at room temperature.

Complexity

47.5

Covalently-Bonded Unit Count

EC Number

200-769-4

Exact Mass

209.078g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

209.078g/mol

NSC Number

36724

Physical State

White crystal or powder

Rotatable Bond Count

RTECS Number

BS5950000

Topological Polar Surface Area

0A^2

UNII

0435621Z3N

Application

Tetraethylammonium bromide is a versatile compound used as a source of tetraethylammonium ions in pharmaceutical studies and functions as a potent blocker of potassium channels in various tissues. It facilitates the synthesis of thioesters through catalytic oxidative coupling of aldehydes or alcohols with thiols or disulfides, and when used in combination with o-iodoxybenzoic acid (IBX), it acts as a catalyst in oxidizing sulfides to sulfoxides and transforming primary carboxamides into one-carbon dehomologated nitriles. Furthermore, TEAB serves as an organic template for the synthesis of zeolite beta. Its role as an ion-pairing reagent enhances the separation of ionic and highly polar substances in reversed phase HPLC columns, where the purity of mobile phase additives is crucial for efficacy. Sigma-Aldrich provides a range of high-quality, specially designed reagents for both anionic, including quaternary ammonium and phosphonium salts, and cationic determinations, ensuring stringent testing to meet the modern demands of reversed phase HPLC applications.

January 5, 2025

Great Catalyst for Research Applications

Tetraethylammonium Bromide from Alfa Chemistry proved invaluable in our pharmaceutical studies. Its use as a catalyst in thioester synthesis and HPLC applications greatly enhanced our research efficiency. Highly recommend for scientific explorations.