Tetraethylammonium bromide

Tetraethylammonium bromide Basic information
Product Name:Tetraethylammonium bromide
Synonyms:TETRAETHYLAMMONIUM BROMIDE;TEA BROMIDE;Ammonium, tetraethyl-, bromide;Beparon;Bromure de tetraethylammonium;tmd10;USAF do-32;usafdo-32
CAS:71-91-0
MF:C8H20BrN
MW:210.16
EINECS:200-769-4
Product Categories:Ammonium Salts;Greener Alternatives: Catalysis;Phase Transfer Catalysts;Ion-pair Reagents;Ammonium Bromides (Quaternary);Quaternary Ammonium Compounds;quarternary ammonium salts;Pharmaceutical intermediates;surfactant;bc0001
Mol File:71-91-0.mol
Tetraethylammonium bromide Structure
Tetraethylammonium bromide Chemical Properties
Melting point 285 °C (dec.)(lit.)
density 1,397 g/cm3
vapor density 5.3 (vs air)
refractive index 1,442-1,444
storage temp. Store below +30°C.
solubility acetonitrile: 0.1 g/mL warm, clear, colorless
form Liquid
color White to cream
OdorOdorless
PH Range6.5 at 100 g/l
PH6.5 (100g/l, H2O, 20℃)
Water Solubility 2795 g/L (25 º C)
Sensitive Hygroscopic
Merck 14,9199
BRN 3563430
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyHWCKGOZZJDHMNC-UHFFFAOYSA-M
CAS DataBase Reference71-91-0(CAS DataBase Reference)
NIST Chemistry ReferenceTetraethylammonium bromide(71-91-0)
EPA Substance Registry SystemEthanaminium, N,N,N-triethyl-, bromide (71-91-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
RTECS BS5950000
3
TSCA Yes
HS Code 29239000
MSDS Information
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Tetraethylammonium bromideEnglish
SigmaAldrichEnglish
ACROSEnglish
ALFAEnglish
Tetraethylammonium bromide Usage And Synthesis
Chemical Propertieswhite to light yellow crystalline solid
UsesTetraethylammonium 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.
UsesTetraethylammonium 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.
General DescriptionThe use of ion-pairing reagents as mobile phase additives allows the separation of ionic and highly polar substances on reversed phase HPLC columns. The purity of mobile phase additives is of utmost importance to their successful application. Sigma-Aldrich offers an outstanding range of tailor-made reagents for anionic (quaternary ammonium and phosphonium salts) and cationic (alkanesulfonates) determination. All mobile phase additives are subject to rigorous testing with special emphasis on the requirements of modern reversed phase HPLC:
Purification MethodsRecrystallise the bromide from EtOH, CHCl3 or diethyl ether, or recrystallise it from acetonitrile and dry it over P2O5 under reduced pressure for several days. It also recrystallises from EtOH/diethyl ether (1:2), EtOAc, water or boiling MeOH/acetone (1:3) or by adding an equal volume of acetone and allowing to cool. Dry it at 100o in vacuo for 12 days, and store over P2O5. [Beilstein 4 IV 332.]
Tetraethylammonium bromide Preparation Products And Raw materials
Raw materialsTriethylamine–>Solvent
Preparation ProductsTetraethylammonium tetrafluoroborate–>Tetraethylammonium hexafluorophosphate–>Methyl bromide–>tetraethylammonium hydridotetracarbonylferrate

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