Tetraethylammonium Chloride (HCID 5946)

Overview

Tetraethylammonium chloride is a quarternary ammonium chloride salt in which the cation has four ethyl substituents around the central nitrogen. It has a role as a potassium channel blocker. It is a quaternary ammonium salt and an organic chloride salt. It contains a tetraethylammonium.

Names & identifiers

Preferred name: Tetraethylammonium Chloride
IUPAC: tetraethylazanium chloride
English name: Tetraethylammonium Chloride
Molecular formula: C8H20ClN
Molecular weight: 165.7

Names & synonyms

TETRAETHYLAMMONIUM CHLORIDE56-34-8Etamon chlorideTea chlorideTEACN,N,N-Triethylethanaminium chlorideEthanaminium, N,N,N-triethyl-, chloridetetraethylazanium;chlorideDTXSID6041137CHEBI:781618B82Z83XNNDTXCID4021137

Show more names

TetraethylammoniumtetraethylazaniuM chlorideSKL1479N2,2,2,2Clammonium chLEthamon chlorideTetraethylammonium choride

RefChem:188563Chloride, Tetraethylammonium200-267-5Tetraethyl ammonium chloridetetraethylammoniumchlorideEt4NClTetraethylammonium (chloride)EINECS 200-267-5

Database identifiers

CAS: 56-34-8
PubChem CID: 5946
DTXSID: DTXSID6041137
ChEMBL: CHEMBL434435
ChEBI: CHEBI:78161
UNII: 8B82Z83XNN
EC Number: 200-267-5

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

Density1.08 @25 °C

Solubility20.3 [ug/mL] (The mean of the results at pH 7.4)

Vapor Pressure0.00000308 [mmHg]

Physical Description · 2 items

Liquid

Deliquescent solid; [Merck Index] Colorless or light yellow hygroscopic crystals; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 39 °C · 39°C
Boiling point: 273.32 °C · 273.32°C (rough estimate)
Density: 1.08 · 1.08
refractive index: 1.548 · 1.5480 (estimate)
storage temp.: Inert atmosphere,Room Temperature
solubility: 0.1 g/mL, · methanol: 0.1 g/mL, clear, colorless
form: Crystalline Powder
color: white to light yellow
PH: 4 to · 4.0 to 7.0(50g/L, 25℃)
biological source: synthetic (organic)
Water Solubility: Soluble in water, ethanol, chloroform, or acetone
λmax: 260 nm · λ: 260 nm Amax: 0.03λ: 280 nm Amax: 0.03
Sensitive: Hygroscopic
Merck: 14 · 14,9200
BRN: 3563247 · 3563247
Stability: Stable. Incompatible with strong oxidizing agents. Protect from moisture.
InChI: 1S/C8H20N.ClH/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H/q+1;/p-1
InChIKey: YMBCJWGVCUEGHA-UHFFFAOYSA-M
SMILES: [Cl-].CC[N+](CC)(CC)CC
CAS DataBase Reference: 56 · 56-34-8(CAS DataBase Reference)
FDA UNII: 8 B82Z83XNN · 8B82Z83XNN
EPA Substance Registry System: Tetraethylammonium chloride (56-34-8)
UNSPSC Code: 26111700 · 26111700
NACRES: 61 · NB.61
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
Hazard Codes: Xn,Xi
Risk Statements: 22 · 22-36/37/38
Safety Statements: 26 · 26-36-37/39
WGK Germany: 3 · 3
RTECS: 6125000 · BS6125000
F: 3 · 3-10
TSCA: TSCA listed
HS Code: 29239000 · 29239000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2
Toxicity: 50 i.v · LD50 i.v. in dogs: 55.7-72.4 mg/kg (Keith, Jr.)
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H302 (25.2%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, 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 103 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H320: Causes eye irritation [Warning Serious eye damage/eye irritation]

Hazard information

Regulatory Information · 4 items

Chemical: Ethanaminium, N,N,N-triethyl-, chloride (1:1)

Ethanaminium, N,N,N-triethyl-, chloride (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanaminium, N,N,N-triethyl-, chloride (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: 06-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/20036

Ethanaminium, N,N,N-triethyl-, chloride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Tetraethylammonium salts: Human health tier II assessment

Hazards Summary · 1 item

Causes somnolence, tremor, and muscle weakness in oral, intraperitoneal, and intramuscular lethal-dose studies of mice and rats; Human intravenous injection of 5 mg/kg causes paresthesias, mydriasis, and ptosis; [RTECS] A skin and strong eye irritant; Targets the heart and CNS; [Sigma-Aldrich MSDS] See Tetraethylammonium bromide.

Hazard Classes and Categories · 2 items

Acute Tox. 4 (25.2%)

Eye irritation - category 2B

Safety & protection

Protective Action Criteria (PAC) · 3 items

0.55 [mg/m3]

6.0 [mg/m3]

30 [mg/m3]

Toxicology

Adverse EffectsNeurotoxin - Other CNS neurotoxin

Safety data

F: 3-10
wgk: 3
tsca: TSCA listed
rtecs: BS6125000
hs_code: 29239000
Toxicity: LD50 i.v. in dogs: 55.7-72.4 mg/kg (Keith, Jr.)
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
safety_code: 26-36-37/39
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2
Precautionary statements: P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313

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

UsesUsed as a catalyst (dehydrogenation and polymerization) and electrolyte (membrane transport studies); [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-, chloride (1:1): ACTIVE

Applications · 4 items

UsesMedicine (nerve-blocking agent).

UsesTetraethylammonium Chloride can be used as a source of tetraethylammonium ions for various pharmaceutical studies and has the ability to block K+ channels in various tissues. Tetraethylammonium Chloride can also block the transmission of nervous impulses across autonomic ganglions.

UsesTetraethylammonium chloride (TEAC) has been used:used for inhibition of peroxynitrite induced relaxation in rat aorta ringsas a pharmacological blocker of K+ current and Ca2+ induced K+ current in antennal lobe neuronsfor the induction of TEAC sensitive currents in cochlear inner hair cells digested with proteolytic enzymes and analyze its properties

General DescriptionVisit our Sensor Applications portal to learn more.

Preparation methods · 1 item

Preparation(1) Dissolve 45g of chloroethane in 300g of xylene and set aside; (2) Add 10g of triethylamine, 50g of diethyl ether, and 150g of xylene to a high-pressure reactor. At 70°C, add 250g of chloroethane-xylene solution dropwise to the high-pressure reactor. After the addition is complete, keep the reactor at this temperature for half an hour. Then, introduce gas to maintain the pressure inside the high-pressure reactor at 3MPa. React at 120°C for 12 hours. Stop the gas supply, slowly open the vent valve, and cool down to room temperature; (3) Filter the reaction solution obtained in step (2) to obtain 58.3g of filter cake A, which is crude tetraethylammonium chloride. Add the crude tetraethylammonium chloride to 100g of water and stir at 45°C until most of the crude product dissolves. Filter while hot to obtain 20.2g of filtrate. Add the filtrate to a mixed solvent of 80g of acetonitrile and 120g of pentanediol. Stir and let stand for half an hour, then filter. Dry the filter cake B to obtain 15.9g of tetraethylammonium chloride. The purity is 99.7%, and the yield is 95.5%.

Upstream & downstream products

Downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Additional notes · 1 item

DefinitionChEBI: Tetraethylammonium chloride is a quarternary ammonium chloride salt in which the cation has four ethyl substituents around the central nitrogen. It has a role as a potassium channel blocker. It is a quaternary ammonium salt and an organic chloride salt. It contains a tetraethylammonium.