17351-61-0

Basic information

• Product Name: TETRAETHYLAMMONIUM BICARBONATE
• Synonyms: Tetraethylammonium bicarbonate purum, >=95.0% (T);Tetraethylammonium bicarbonate >=95.0% (T)
• CAS NO: 17351-61-0
• Molecular Formula: CHO₃*C₈H₂₀N
• Molecular Weight: 0
• Mol File: 17351-61-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: TETRAETHYLAMMONIUM BICARBONATE(CAS DataBase Reference)
• NIST Chemistry Reference: TETRAETHYLAMMONIUM BICARBONATE(17351-61-0)
• EPA Substance Registry System: TETRAETHYLAMMONIUM BICARBONATE(17351-61-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 17351-61-0(Hazardous Substances Data)

Usage

Uses

Tetraethylammonium bicarbonate is used:In the synthesis of carbamate esters from amines.As a precipitant for synthesizing Cu/ZnO catalysts via coprecipitation method.As an alternative to the traditional phase-transfer system in [18F]radiofluorinations for preventing microreactor blockages.To promote carboxylation of secondary carboxamides bearing a leaving group at the α-position in the synthesis of oxazolidine-2,4-diones.

Upstream product

• 665-46-3 tetraethylammonium fluoride 
• 429-41-4 tetrabutyl ammonium fluoride 
• 56-34-8 tetraethylammonium chloride 
• 144-55-8 sodium hydrogencarbonate 
• 124-38-9 carbon dioxide 
• 77-98-5 tetraethylammonium hydroxide 
• 105-58-8 Diethyl carbonate 

Downstream Products

• 58006-99-8 3,5-dimethyloxazolidine-2,4-dione 
• 17153-05-8 N-benzyl-oxazolidine-2,4-dione 
• 3759-90-8 3-Phenyl-1,3-oxazolidin-2,4-dion 
• 5466-93-3 diethyl 1,4-phenylenediamine-N,N'-dicarboxylate 
• 99305-42-7 dibutyl (methylene-bis(cyclohexane-4,1,diyl))dicarbamate 
• 3580-74-3 cyclohexylcarbamic acid isopropyl ester 
• 1541-19-1 ethyl N-cyclohexylcarbamate 
• 7107-58-6 benzyl N-cyclohexylcarbamate 
• 497-25-6 dimethylenecyclourethane 
• 526-35-2 3-allyl-5-methyloxazolidine-2,4-dione 
• 2621-78-5 ethyl N-benzylcarbamate 
• 5325-60-0 ethyl N-allylcarbamate 
• 59325-17-6 ethyl benzyl(methyl)carbamate 
• 101-99-5 N-carboethoxyaniline 

Relevant articles and documents

Sustainable Carboxylation of Diamines with Hydrogen Carbonate

A protocol for the carboxylation of diamines employing quaternary ammonium hydrogen carbonates as C1 source is presented. The approach is used to obtain industrially relevant bis-O-alkyl carbamates with diverse structural features in very high yield, even on gram scale. The quaternary ammonium salts, formally acting as "transporters" of the carboxylating agent, can be recovered after the reaction, and recycled with high efficiency. Regeneration of the hydrogen carbonates on ion-exchange resin grants excellent atom economy in the process.

Chemical fixation of atmospheric co2 by copper(Ii) complexes of a tridentate n-donor ligand

Using an unsymmetrical tridentate N-donor ligand (2-pyridylethyl){2-(1-methylimidazolyl)methyl}methylamine (L3), synthesis, spectral (IR, UV/Vis, ESI-MS, and EPR), magnetic (as solid/in solution) and redox properties of a monomeric green [(L3)CuIICl2]·MeOH (1), a dimeric light-blue [{(L3)CuII(μ-OH)}2](ClO4)2 (2), a dimeric blue [{(L3)CuII(μ-OMe)}2](ClO4)2 (3), and a trimeric ink-blue [{(L3)CuII(OClO3)}3(μ3-OCO2)](ClO4) (4) complexes were achieved. Complexes 1, 3, and 4 were structurally characterized. Isolation of 4 was achieved by the reaction between {(L3)2CuII2(μ-OH)2}2+ species (formed from the reaction between (i) solution-generated yellow [(L3)CuI(MeCN)]1+ species and O2, followed by reaction with moisture and (ii) 1 and NaOH in water and CO2 in open air, under ambient conditions. Reactivity of 2 with MeOH results in the formation of 3. The observed CO2 fixation by reactive complex 2 to afford 4 was rationalized, through designed experiments including kinetic measurements. Thermodynamic parameters of HCO3–/CO2 binding were also derived. Temperature-dependent magnetic measurements of 4 indicated a ferromagnetic exchange-coupling (J = 48 cm–1). Notably, 4 exhibits largest ferromagnetic coupling (J = 48 cm–1) amongst all complexes reported so far with similar mode of carbonate-bridging.

SUSTAINABLE SYNTHESIS OF CARBAMATE COMPOUNDS

A method for the production of carbamate compounds comprises the steps of: A) reacting an organic primary amine with an organic halogen compound in the presence of a quaternary organic ammonium carbonate and/or bicarbonate, thereby obtaining a reaction mixture comprising a carbamate compound and a quaternary organic ammonium salt; B) separating the quaternary organic ammonium salt from the reaction mixture obtained after step A); C) contacting the quaternary organic ammonium salt obtained after step B) with a carbonate and/or bicarbonate anion-exchange resin, thereby obtaining a quaternary organic ammonium carbonate and/or bicarbonate; D) repeating step A) at least once, wherein the quaternary organic ammonium carbonate and/or bicarbonate employed in this next step A) is at least partially sourced from the quaternary organic ammonium carbonate and/or bicarbonate obtained from the preceding step C).