2700-16-5

Basic information

• Product Name: Triethylmethylammonium bromide
• Synonyms: Triethylmethylammonium bromide >=99.0%;TRIETHYLMETHYLAMMONIUM BROMIDE;METHYLTRIETHYLAMMONIUM BROMIDE;Methyltriethylammoniumbromide,97%;Methyltriethylaminium·bromide;N,N-Diethyl-N-MethylethanaMiniuM broMide;triethyl(methyl)azanium:bromide
• CAS NO: 2700-16-5
• Molecular Formula: Br*C₇H₁₈N
• Molecular Weight: 196.13
• EINECS: 220-282-0
• Mol File: 2700-16-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 307 °C (dec.)(lit.)
• Appearance: /
• CAS DataBase Reference: Triethylmethylammonium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: Triethylmethylammonium bromide(2700-16-5)
• EPA Substance Registry System: Triethylmethylammonium bromide(2700-16-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 2700-16-5(Hazardous Substances Data)

Usage

General Description

Triethylmethylammonium bromide is a quaternary ammonium compound with the chemical formula (C2H5)3NCH3Br. It is a colorless, hygroscopic solid that is soluble in polar solvents such as water, ethanol, and acetone. Triethylmethylammonium bromide is commonly used as a phase transfer catalyst in organic synthesis, allowing for the transfer of reactants between immiscible phases. It is also used in the preparation of various chemicals and pharmaceuticals. Additionally, triethylmethylammonium bromide has been studied for its potential antimicrobial activity and as a potential corrosion inhibitor. However, it is important to handle and use this compound with caution, as it can be harmful if ingested, inhaled, or absorbed through the skin.

InChI:InChI=1/C7H18N.BrH/c1-5-8(4,6-2)7-3;/h5-7H2,1-4H3;1H/q+1;/p-1

Upstream product

• 74-83-9 methyl bromide 
• 121-44-8 triethylamine 
• 636-70-4 triethylamine hydrobromide 
• 616-38-6 carbonic acid dimethyl ester 
• 75-50-3 trimethylamine 

Downstream Products

• 34557-54-5 methane 
• 74-84-0 ethane 
• 74-85-1 ethene 
• 121-44-8 triethylamine 

Relevant articles and documents

Versatile Method for the Simultaneous Synthesis of Two Ionic Liquids, Otherwise Difficult to Obtain, with High Atom Economy

A new synthetic approach and full spectral (NMR, IR, MS) and ion chromatographic characterization (IC) of nitrogen-based ionic liquids bearing allyl- or ethyl- substituent and triflate, tosylate, methyl sulfate or methanesulfonate anion has been presented. On a sample of 16 new ionic liquids, the versatility of the anion exchange method has been proven. In the metathesis reactions that have been carried out, the halide anion was exchanged in ionic liquid with an alkyl sulfonate based anion using alkylating agents. The results obtained using ion chromatographic analysis on the newly synthesized compounds have been discussed. Also, the utilization of a gaseous methyl halide by-product, obtained in the metathesis reaction and otherwise difficult to synthesize, has been presented. This approach ensured high atom economy of the overall process, which makes the proposed methodology sustainable and eco-friendly.

Alkylation of ammonium salts catalyzed by imidazolium-based ionic liquid catalysts

Quaternary ammonium salts were synthesized from ammonium salts and dialkyl carbonates over imidazolium ionic liquid catalysts. The reaction gave almost stoichiometric amounts of the quaternary ammonium salts for halides and nitrates. It was found that the electron-donating property of the alkyl moieties of ammonium cations, the electrophilic nature of the alkyl group of the carbonate, the acidity of the acid that the anion of the ammonium salt corresponds to, and the steric hindrance of the ammonium salts and the dialkyl carbonates are the key factors that influence the yields of quaternary ammonium salts. Strong electron-donating alkyl groups on the nitrogen atom of the ammonium salt, electron-withdrawing groups on the methylene carbon of dialkyl carbonate, and weaker steric hindrance of the starting ammonium salts and dialkyl carbonates favor the alkylation reaction of ammonium salts.