Tetraethylammonium Bromide (HCID 6285)

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 properties

Topological polar surface area: 0 Å²
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 · 2 items

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
form: Liquid
color: White to cream
Odor: Odorless
PH Range: 6.5 at · 6.5 at 100 g/l
PH: 6.5 · 6.5 (100g/l, H2O, 20℃)
Water Solubility: 2795 g/L · 2795 g/L (25 º C)
Sensitive: Hygroscopic
Merck: 14 · 14,9199
BRN: 3563430 · 3563430
Stability: Stable. Incompatible with strong oxidizing agents.
InChI: 1S/C8H20N.BrH/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H/q+1;/p-1
InChIKey: HWCKGOZZJDHMNC-UHFFFAOYSA-M
SMILES: [Br-].CC[N+](CC)(CC)CC
CAS DataBase Reference: 71 · 71-91-0(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 435621 Z3N · 0435621Z3N
NIST Chemistry Reference: Tetraethylammonium bromide(71-91-0)
EPA Substance Registry System: Ethanaminium, N,N,N-triethyl-, bromide (71-91-0)
UNSPSC Code: 12352107 · 12352107
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 412 · H412
Precautionary statements: 273 · P273-P501
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-37/39
WGK Germany: 3 · 3
RTECS: 5950000 · BS5950000
F: 3 · 3
TSCA: TSCA listed
HS Code: 29239000 · 29239000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 3 · Aquatic Chronic 3
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 6 items

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 · 4 items

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 · 1 item

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 · 2 items

Acute Tox. 4 (18.3%)

Eye irritation - category 2B

Safety & protection

Protective Action Criteria (PAC) · 3 items

8.4 [mg/m3]

92 [mg/m3]

550 [mg/m3]

Safety data

F: 3
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: BS5950000
hs_code: 29239000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39
Storage Class: 11 - Combustible Solids
Hazard statements: H412
REACH Registrations: Active
Hazard Classifications: Aquatic Chronic 3
Precautionary statements: P273-P501

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 · 2 items

All Other Basic Organic Chemical Manufacturing

Ethanaminium, N,N,N-triethyl-, bromide (1:1): ACTIVE

Applications · 3 items

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: