Tetraethylammonium Hydroxide
Basic information
- CAS
77-98-5- Standard SMILES
CC[N+](CC)(CC)CC.[OH-]- InChIKey
LRGJRHZIDJQFCL-UHFFFAOYSA-M- Molecular formula
- C8H20N.HO
- Average molar mass
- 147.26 g/mol
- Monoisotopic mass
- 147.16231429
Overview
See also: Tetraethylammonium (has active moiety).
Names & identifiers
- Preferred name
- Tetraethylammonium Hydroxide
- IUPAC
- tetraethylazanium hydroxide
- English name
- Tetraethylammonium hydroxide
- Molecular formula
- C8H21NO
- Molecular weight
- 147.26
Names & synonyms
Tetraethylammonium hydroxide77-98-5Tetraethyl ammonium hydroxideRA8VU41B1FETHANAMINIUM, N,N,N-TRIETHYL-, HYDROXIDEHydroxide, TetraethylammoniumDTXSID30883222RefChem:188566DTXCID901022771201-073-3tetraethylazanium;hydroxideAmmonium, tetraethyl-, hydroxide
Show more names
TEA HYDROXIDETetraethylammoniumhydroxidtetraethyl-ammoniuhydroxideTetraethylamminonium hydroxiden,n,n-triethyl-ethanaminiuhydroxidetetraethylammoniumhydroxide,solutionEthanaminum,N,N,N-triethyl-,hydroxidetetraethylammonioumhydroxide(aqueous)Ethanaminium,N,N,N-triethyl-,hydroxideTetraethylaMMoniuM hydroxide ,25% [25 wt. % in H2O]
n,n,n-triethylethanaminium hydroxideUNII-RA8VU41B1FEINECS 201-073-3AI3-24479IPC-TEA-OHMFCD00009024Tetraethylammonium hydroxyde77-98-5(water)
Database identifiers
- CAS
77-98-5- PubChem CID
- 6509
- DTXSID
DTXSID30883222- UNII
- RA8VU41B1F
- EC Number
- 201-073-3
Properties
Computed structural properties
- Topological polar surface area
- 1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 47.5
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Quaternary Amines
Physical Description
Liquid
Aqueous solution: Colorless odorless liquid; [Merck Index] 35% Aqueous solution: Colorless to pale yellow liquid; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- -25 °C · <-25 °C
- Boiling point
- 102 °C/1013 · 102 °C/1013 hPa
- Density
- 1.023 g/mL · 1.023 g/mL at 25 °C
- refractive index
- 20 · n 20/D 1.422
- Flash point
- Not applicable
- storage temp.
- 2 · 2-8°C
- form
- solutions
- color
- colorless
- PH
- 13 · >13 (H2O, 20°C)
- Water Solubility
- SOLUBLE
- Sensitive
- Air Sensitive
- Merck
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
Danger
H290 (15.3%): May be corrosive to metals [Warning Corrosive to Metals]
P234, P260, P262, P264, P264+P265, P270, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P308+P316, P316, P317, P319, P321, P330, P361+P364, P363, P390, P391, P405, P406, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 301 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H302: Harmful if swallowed [Warning Acute toxicity, oral]
Hazard information
Regulatory Information
Chemical: Ethanaminium, N,N,N-triethyl-, hydroxide
Ethanaminium, N,N,N-triethyl-, hydroxide (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanaminium, N,N,N-triethyl-, hydroxide (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)
REACH registered substance: Tetraethylammonium hydroxide (EC: 201-073-3)
Ethanaminium, N,N,N-triethyl-, hydroxide: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Ethanaminium, N,N,N-triethyl-, hydroxide: Human health tier II assessment
Hazards Summary
Subcutaneous LDLo (mouse) = 107 mg/kg; [RTECS] The free base exists only in solution or as hydrates; A strong base that absorbs carbon dioxide from the air; [Merck Index] 35% Aqueous solution: Causes burns; [Alfa Aesar MSDS] See Tetraethylammonium bromide.
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
U.S. Production2023: 1,000,000 - <5,000,000 lb
Industry UsesPlating agent
General Manufacturing Information
All Other Basic Inorganic Chemical Manufacturing
Ethanaminium, N,N,N-triethyl-, hydroxide (1:1): ACTIVE
Applications
UsesTetraethylammonium hydroxide is a strong organic base and finds applications in photovoltaic chemicals, advanced ceramics, flat panel display chemicals, selective etching and transesterification catalysts. Its solution (35 wt. % in H2O) may be used as an organic structure-directing agent (SDA)/template in the synthesis of mesoporous molecular sieves and zeolite samples.
General DescriptionThe product is 20wt.% solution of tetraethylammonium hydroxide (TEA hydroxide, TENOH) in H2O. TEA hydroxide is a quaternary ammonium hydroxide (QAH). It participates in the synthesis of zeolite beta. TENOH peptized titania aqueous sols have been employed in the preparation of nanocrystalline anatase films.
Preparation methods
PreparationThe principle of preparing tetraethylammonium hydroxide by electrolysis is as follows: Under the influence of an electric field, chloride ions in the tetraethylammonium chloride aqueous solution in the anode chamber of the electrolytic cell migrate towards the anode until they discharge and chlorine gas is released. Simultaneously, due to the selective permeability of the ion-exchange membrane, chloride ions cannot diffuse through the membrane; only tetraethylammonium ions can selectively permeate into the cathode chamber and accumulate there. In the cathode chamber, water molecules decompose into hydrogen and hydroxide ions. The latter combine with the tetraethylammonium ions that have migrated from the anode chamber to form tetraethylammonium hydroxide. As the charge increases, the concentration of tetraethylammonium hydroxide continuously increases, eventually reaching the desired crude product concentration. The anodic electrochemical reaction is: (C₂H₅)₄NCl → (C₂H₅)₄N⁺ + Cl⁻ 2Cl⁻ — 2e⁻ → Cl₂↑ The cathodic electrochemical reaction is: H₂O → H⁺ + OH⁻ (C₂H₅)₄⁺ + OH⁻ → (C₂H₅)₄OH 2H⁺ + 2e⁻ → H₂↑ The overall reaction is: 2(C₂H₅)₄NCl + 2H₂O → 2(C₂H₅)₄OH + H₂↑ + Cl₂↑ The hydrogen gas produced in the electrolysis process is released into the atmosphere, and the generated chlorine gas is absorbed by an alkaline solution to produce sodium hypochlorite, which is the main raw material for bleaching powder. Therefore, this method for preparing tetraethylammonium hydroxide is simple, has high purity, and causes no environmental pollution.
Related reactions
27 records
Compound notes
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