Tetraethylammonium Bromide
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Basic information
- CAS
71-91-0- Standard SMILES
CC[N+](CC)(CC)CC.[Br-]- InChIKey
HWCKGOZZJDHMNC-UHFFFAOYSA-M- Molecular formula
- C8H20N.Br
- Average molar mass
- 210.16 g/mol
- Monoisotopic mass
- 209.07791174
Overview
See also: Tetraethylammonium (has active moiety).
Names & identifiers
- Preferred name
- Tetraethylammonium Bromide
- IUPAC
- tetraethylazanium bromide
- English name
- Tetraethylammonium bromide
- Molecular formula
- C8H20BrN
- Molecular weight
- 210.16
Names & synonyms
TETRAETHYLAMMONIUM BROMIDE71-91-0TEABSympatektomanEtambroEthylonBromethylTetraniumBeparonEtamonEtylonTeamon
Show more names
tetraethylazanium bromideTetra ethyl ammonium bromide SolidEthanaminium, N,N,N-triethyl-, bromide (1:1)tmd10
Tetrylammonium bromideTEA bromideTetraethyl ammonium bromideEthanaminium, N,N,N-triethyl-, bromideBromuro de tetrilamonioBromure de tetrylammoniumTMD 10Bromure de tetraethylammonium
Database identifiers
- CAS
71-91-0- PubChem CID
- 6285
- DTXSID
DTXSID9044457- ChEMBL
CHEMBL324254- UNII
- 0435621Z3N
- EC Number
- 200-769-4
Properties
Computed structural propertiesFilling in
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 47.5
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Quaternary Amines
Density1.39 @ 20°C
Vapor Pressure0.00000079 [mmHg]
Physical Description
Liquid
Deliquescent solid; [Merck Index] Colorless crystalline solid; Highly hygroscopic; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 285 °C · 285 °C (dec.)(lit.)
- Boiling point
- 310 °C/979.1 · >310 °C/979.1 hPa
- Density
- 1 · 1,397 g/cm3
- vapor density
- 5.3 · 5.3 (vs air)
- vapor pressure
- 1 hPa · <1 hPa
- refractive index
- 1 · 1,442-1,444
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 0.1 g/mL · acetonitrile: 0.1 g/mL warm, clear, colorless
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1.6% (5 of 317) of reports.
Warning
H302 (18.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 317 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
Hazard information
Regulatory Information
Chemical: Ethanaminium, N,N,N-triethyl-, bromide
Ethanaminium, N,N,N-triethyl-, bromide (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanaminium, N,N,N-triethyl-, bromide (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 23-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/19226
Tetraethylammonium bromide: HSNO Approval: HSR006306 Approved with controls
Other Safety InformationIMAP assessments - Tetraethylammonium salts: Human health tier II assessment
Hazards Summary
Causes mydriasis, tremor, and changes in motor activity in acute intraperitoneal studies of mice; Causes ganglion blockage and lowered blood pressure in acute intravenous studies of cats; [RTECS] A skin and strong eye irritant; Targets the heart and CNS; [Sigma-Aldrich MSDS]
Hazard Classes and Categories
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationA class of drugs that act by inhibition of potassium efflux through cell membranes. Blockade of potassium channels prolongs the duration of ACTION POTENTIALS. They are used as ANTI-ARRHYTHMIA AGENTS and VASODILATOR AGENTS.
Uses & manufacturing
UsesA ganglion blocking agent; [Merck Index]
U.S. Production2023: 1,000,000 - <5,000,000 lb
Industry UsesIntermediate
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Ethanaminium, N,N,N-triethyl-, bromide (1:1): ACTIVE
Applications
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.
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.
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:
Related reactions
72 records
Compound notes
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