| Identification | More | [Name]
Tetraethyl ammonium chloride | [CAS]
56-34-8 | [Synonyms]
ETAMON CHLORIDE
TEA
TEA CHLORIDE
TETRAETHYLAMMONIUM CHLORIDE
Ethanaminium,N,N,N-triethyl-,chloride
n,n,n-triethyl-ethanaminiuchloride
n,n,n-triethylethanaminiumchloride
teac
tetraethyl-ammoniuchloride
Tetraethylammonium choride
TETRAETHYLAMMONIUM CHLORIDE SOLUTION
TETRAETHYLAMMONIUM CHLORIDE, FOR MOLECUL AR BIOLOGY
TETRAETHYLAMMONIUM CHLORIDE, ELECTRO-CHE MICAL GRADE
TETRAETHYLAMMONIUM CHLORIDE NICOTINIC BL OCKING AG
Tetraethylammonium
TETRAETHYLAMMONIUMCHLORIDE,MONOHYDRATE,CRYSTAL,REAGENT
AMMONIUM,TETRAETHYL-,CHLORIDE
TETRAETHYLAMINEHYDROCHLORIDE
Tetraethylammonium chloride monohydrate, 99+%
Tetraethylammonium chloride ,98% | [EINECS(EC#)]
200-267-5 | [Molecular Formula]
C8H20ClN | [MDL Number]
MFCD00011828 | [Molecular Weight]
165.7 | [MOL File]
56-34-8.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [Melting point ]
39°C | [Boiling point ]
273.32°C (rough estimate) | [density ]
1.08 | [refractive index ]
1.5480 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
methanol: 0.1 g/mL, clear, colorless
| [form ]
Crystalline Powder | [color ]
white to light yellow
| [PH]
4.0 to 7.0(50g/L, 25℃) | [Stability:]
Stable. Incompatible with strong oxidizing agents. Protect from moisture. | [biological source]
synthetic (organic) | [Water Solubility ]
Soluble in water, ethanol, chloroform, or acetone
| [Sensitive ]
Hygroscopic | [λmax]
λ: 260 nm Amax: 0.03
λ: 280 nm Amax: 0.03 | [Detection Methods]
T,NMR | [Merck ]
9200 | [BRN ]
3563247 | [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 | [Uses]
Medicine (nerve-blocking agent). | [CAS DataBase Reference]
56-34-8(CAS DataBase Reference) | [EPA Substance Registry System]
56-34-8(EPA Substance) |
| Questions And Answer | Back Directory | [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%. |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319 | [Precautionary statements ]
P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
BS6125000
| [F ]
3-10 | [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29239000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2 | [Toxicity]
LD50 i.v. in dogs: 55.7-72.4 mg/kg (Keith, Jr.) |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Definition]
ChEBI: A quarternary ammonium chloride salt in which the cation has four ethyl substituents around the central nitrogen. | [General Description]
| [Hazard]
Tetraethylammonium Chloride is a strong irritant to the skin and eyes and may be harmful to the heart and central nervous system. Oral, intraperitoneal and intramuscular lethal dose studies in mice and rats caused drowsiness, tremors and muscle weakness; intravenous injection of 5 mg/kg in humans caused paralysis, mydriasis and ptosis. | [Biological Activity]
Non-selective K + channel blocker. | [Biochem/physiol Actions]
Tetraethylammonium chloride (TEAC) blocks K+ channels non-specifically. In rat aorta rings, tetraethylammonium inhibits relaxation induced by peroxynitrite. It blocks nicotinic acetylcholine neurotransmission by blocking the receptor-mediated K+ currents. TEAC can increase the contractility and mobility of colon and rectum and is a therapeutic option for Hirschsprung′s disease patients. TEAC reduces the inflammatory responses, improves cardiac, vascular and hemodynamic properties during early sepsis in animals. TEAC has cytotoxic and anti-proliferative potential and induces apoptosis in glioma cells by downregulating B-cell lymphoma-2 (Bcl-2) and upregulating Bcl-2 associated X (Bax). | [in vitro]
tetraethylammonium (tea) is a small ion that is thought to block open k channels by binding either to an internal or to an external site. for this reason, it has been used to probe the ion conduction pathway or pore of k channel mutants and a k channel chimera. tea blocks k+ channels at two sites, which define the inner and outer mouths of the channel pores [1]. | [in vivo]
vasorelaxant effect of taurine can be diminished by tea in rat isolated arteries [2] | [storage]
Room temperature (desiccate) | [Purification Methods]
Crystallise the chloride from EtOH by adding diethyl ether, from warm water by adding EtOH and diethyl ether, from dimethylacetamide or from CH2Cl2 by addition of diethyl ether. Dry it over P2O5 in vacuum for several days. It also crystallises from acetone/CH2Cl2/hexane (2:2:1) [Blau & Espenson J Am Chem Soc 108 1962 1986, White & Murray J Am Chem Soc 109 2576 1987]. [Beilstein 4 IV 332.] | [References]
[1] taglialatela m, vandongen am, drewe ja, joho rh, brown am, kirsch ge. patterns of internal and external tetraethylammonium block in four homologous k+ channels. mol pharmacol. 1991 aug;40(2):299-307.
[2] niu lg, zhang ms, liu y, xue wx, liu db, zhang j, liang yq. vasorelaxant effect of taurine is diminished by tetraethylammonium in rat isolated arteries. eur j pharmacol. 2008 feb 2;580(1-2):169-74. epub 2007 oct 25.
[3] shea pa, dunklee pe, et al. preliminary clinical investigation of tetraethylammonium chloride with particular reference to disorders of the circulatory system. calif med. 1948 sep;69(3):193-6. |
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