10581-12-1

Basic information

• Product Name: Tetramethylammonium acetate
• Synonyms: TETRAMETHYLAMMONIUM ACETATE;TETRAMETHYLAMMONIUM ACETATE HYDRATE;n,n,n-trimethyl-methanaminiuacetate;TETRAMETHYLAMMONIUM ACETATE, 90% TECH.;Tetramethylammonium acetate, 50% aqueous solution;METHANAMINIUM,N,N,N-TRIMETHYL-,ACETATE;Tetramethylammonium acetate, tech. 90%;Tetramethylammonium Acetate (ca. 15% in Water)
• CAS NO: 10581-12-1
• Molecular Formula: C₂H₃O₂*C₄H₁₂N
• Molecular Weight: 133.19
• EINECS: 234-179-3
• Product Categories: quarternary ammonium salts;Ammonium Polyhalides, etc. (Quaternary);Quaternary Ammonium Compounds;Ammonium Salts;Greener Alternatives: Catalysis;Phase Transfer Catalysts
• Mol File: 10581-12-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 184 °C (dec.)(lit.)
• Appearance: White/Crystalline Solid
• Storage Temp.: -20°C
• Water Solubility: Soluble in water.
• Sensitive: Hygroscopic
• BRN: 3571830
• CAS DataBase Reference: Tetramethylammonium acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Tetramethylammonium acetate(10581-12-1)
• EPA Substance Registry System: Tetramethylammonium acetate(10581-12-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• F: 3-10
• TSCA: Yes
• Hazardous Substances Data: 10581-12-1(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to pale yellow solution

Uses

Tetramethylammonium acetate is used as an intermediate in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs. Further, it is used to prepare (1R,4S)-4-hydroxycyclopent-2-en-1-essigsaeure-methylester by reacting with 1,3-dimethyl-imidazolidin-2-one. In addition to this, it serves as an emulsifier, catalyst, sterilizer, antistatic and antiseptic agent.

InChI:InChI=1/C4H12N.C2H4O2/c1-5(2,3)4;1-2(3)4/h1-4H3;1H3,(H,3,4)/q+1;

Upstream product

• 75-59-2 tetramethyl ammoniumhydroxide 
• 64-19-7 acetic acid 
• 6998-30-7 methylamine acetate 
• 616-38-6 carbonic acid dimethyl ester 
• 631-61-8 ammonium acetate 

Downstream Products

• 14202-31-4 4-methoxybenzaldehyde-1,1-diacetate 
• 40752-00-9 N-mesityl-N-methylacetamide 
• 40752-06-5 N-Mesityl-N-(methyl)-aminomethyl-acetat 
• 426225-93-6 (1R,4S)-4-hydroxycyclopent-2-en-1-essigsaeure-methylester 
• 30315-04-9 (-)-picrasin B acetate 
• 116143-06-7 4-(acetyloxy)-1-<(4-methylphenyl)sulfonyl>-D-proline ethyl ester 
• 30315-04-9 Acetic acid (3aR,6aR,7aS,8R,10S,11aS,11bS,11cS)-2-methoxy-3,8,11a,11c-tetramethyl-1,5,11-trioxo-1,3a,4,5,6a,7,7a,8,9,10,11,11a,11b,11c-tetradecahydro-6-oxa-benzo[de]anthracen-10-yl ester 
• 26775-14-4 3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-gulofuranose 
• 2774-28-9 3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-erythro-hex-3-enofuranose 
• 67601-06-3 (3S,6R)-3-methyl-6-(1-methylethenyl)-9-decen-1-yl acetate 
• 97645-14-2 2-carbomethoxy-2-(4-acetoxy-3-(phenylthio)-(E)-butenyl)-1-cyclopentanone 
• 3067-12-7 benzo[a]pyrene-6,12-dione 
• 53555-67-2 benzopyren-6-yl acetate 
• 3067-13-8 benzo[a]pyrene-1,6-quinone 

Relevant articles and documents

Therapeutic delivery of carbon monoxide

Compounds, pharmaceutical compositions and methods for the therapeutic delivery of carbon monoxide to humans and other mammals that employ Mn complexes having CO ligands, and additional halogen, monodentate and/or bidentate ligands, wherein the additional ligands do not occupy trans positions relative to each other.

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.

Process for the hydrogenation of nitrated paraffins using a palladium on carbon catalyst characterized by a low ash and a low halide content

Nitrated hydrocarbons, such as nitroparaffins, are reduced to amines by use of palladium on a carbon catalyst characterized by low ash and low halide.