51-92-3

Basic information

• Product Name: tetramethylammonium
• Synonyms: N,N,N-Trimethylmethanaminium;Tetramethylaminium;Tetramine【toxin】
• CAS NO: 51-92-3
• Molecular Formula: C₄H₁₂N
• Molecular Weight: 74.15
• EINECS: 235-626-5
• Mol File: 51-92-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: tetramethylammonium(CAS DataBase Reference)
• NIST Chemistry Reference: tetramethylammonium(51-92-3)
• EPA Substance Registry System: tetramethylammonium(51-92-3)

Safety Data

• Hazardous Substances Data: 51-92-3(Hazardous Substances Data)

Usage

General Description

Tetramethylammonium is a chemical compound with the formula (CH3)4N+. It is a quaternary ammonium cation, meaning it has four methyl groups attached to a central nitrogen atom. Tetramethylammonium is commonly used as a phase-transfer catalyst in organic synthesis reactions, where it helps facilitate the transfer of reactants between different phases. It is also used as a precursor for the synthesis of other organic compounds and as a reagent in biochemical research. Tetramethylammonium compounds have been studied for their potential applications in energy storage devices, such as supercapacitors, due to their high ionic conductivity. However, it is important to handle tetramethylammonium compounds with caution, as they can be hazardous if not used properly. Overall, tetramethylammonium is a versatile chemical with diverse applications in various fields of chemistry and materials science.

InChI:InChI=1/C4H12N/c1-5(2,3)4/h1-4H3/q+1

Upstream product

• 56-84-8 L-Aspartic acid 
• 77-78-1 dimethyl sulfate 
• 62483-45-8 tetramethylammonium chloroperchloratoaluminate 
• 24400-21-3 ethyl-methyl-chloronium 
• 75-50-3 trimethylamine 
• 24400-15-5 dimethylchloronium 
• 129916-53-6 C₄H₁₂N⁽¹⁺⁾*CH₅N 
• 67-56-1 methanol 
• 3878-60-2 C₇H₈*C₄H₁₂N⁽¹⁺⁾ 
• 151168-20-6 C₆H₆*C₄H₁₂N⁽¹⁺⁾ 

Downstream Products

• 12557-40-3 {(CH₃)4N}⁽¹⁺⁾*{(B₁₀H₁₀PC₆H₅)Mn(CO)3}^(1-)={(CH₃)4N}{(B₁₀H₁₀PC₆H₅)Mn(CO)3} 
• 12386-10-6 tetramethylammonium octahydrotriborate 
• 62-75-9 N-Nitrosodimethylamine 
• 7726-95-6 bromine 
• 556-67-2 octamethylcyclotetrasiloxane 
• 141-62-8 decamethyltetrasiloxane 
• 107-51-7 octamethyltrisiloxabe 
• 107-46-0 Hexamethyldisiloxane 
• 25255-90-7 tetramethylammonium benzoate 
• 75-50-3 trimethylamine 
• 593-79-3 dimethylselenide 
• 25493-69-0 (4aS,6aS,6bR,10S,12aR)-methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate 
• 96-96-8 4-methoxy-2-nitroaniline 
• 112-62-9 Methyl oleate 

Relevant articles and documents

13C and 15N solid-state MAS NMR study of the conversion of methanol and ammonia over H-RHO and H-SAPO-34 microporous catalysts

13C and 15N MAS NMR have been used to study the conversion of methanol and ammonia over H-SAPO-34 and H-RHO using sealed glass ampoules as microreactors under static batch conditions. The product peaks were well resolved in the 13C NMR spectra whereas the 15N NMR spectra gave only a single broad peak making it impossible to follow the reaction by observing this nucleus. Both catalysts give the tetramethyammonium cation whereas only zeolite H-RHO produces the monomethylammonium cation.

Chloronium Ions as Alkylating Agents in the Gas-Phase Ion-Molecule Reactions with Negative Temperature Dependence

The kinetics of the reactions Me2Cl+ + B = MeB+ + MeCl and MeEtCl+ + B = MeB+ or (EtB+) + EtCl (or MeCl) were studied with a pulsed-electron-beam, high-pressure mass spectrometer.At room temperature the rate constants were found to increase in the order B = benzene, toluene, isopropylbenzene, EtOH, Me2O, Et2O.At this point k become equal to the orbiting capture rate constant k1 ca. 10-9 molecule-1 cm3 s-.NH3 and Me3N were alkylated at orbiting capture rates.The temperature dependence of the rate constants for B = toluene, Me2O, and Et2O was examined.The rate constants were found to increase with decrease of temperature.This increase continued until the rate constants reached the magnitude of the orbiting rate constant kL.The rates remained approximately independent of temperature below this temperature.At low temperatures the collision-stabilized Me2Cl+B and MeEtCl+B could be observed.The temperature dependence of the equilibrium Me2Cl+ + toluene = (Me2Cl-toluene)+ was measured and led to the corresponding ΔHo and ΔSo.The reaction Me2Cl+ + benzene = Me-benzene+ + MeCl was found to have positive temperature dependence.On the basis of the above data it is suggested that the reactions Me2Cl+ + B = MeB+ + MeCl have an internal barrier in the potential energy of the reaction coordinate.This barrier protrudes above the energy level of the reactants (Me2Cl+ + B) for B = benzene.This leads to positive temperature dependence.For all other B, the top of the internal barrier lies below the level of the reactants and sinks lower, roughly in the order of increasing basicity of B.This lead to negative temperature dependence (toluene, isopropylbenzene, Me2O, Et2O).For B = NH3, MeNH2, Me3N, the barrier is so low that the reactions have orbiting capture rates equal to kL.Alkylation of bases B by chloronium ions like Me2Cl+ might have considerable utility in mass spectrometric analysis by chemical ionization.Ethers can be distinguished from alcohols and tertiary amines from primary and secondary amines.The alkylated ethers and the tertiary amines have no protic hydrogens and therefore do not form strongly hydrogen-bonded adducts.