Tetramethylammonium acetate

H. L. Hardell and N. O. Nilvebrant, A rapid method to discriminate between free and esterified fatty acids by pyrolytic methylation using tetramethylammonium acetate or hydroxide, J. Anal. Appl. Pyrol, 32, 1 14 (1999). 

Aldehyde Imidazole Potassium fluoride Oxalyl chloride Methyl magnesium bromide Acetic anhydride Sodium hydrogen carbonate Hydrogen hydrochloride Lithium hydroxide Tetrabromomethane Tetramethylammonium acetate Benzylchlorobis(triphenyl-phosphine)palladium (II)... 

The addition of an excess of tetramethylammonium acetate to Nb2Cl6(SC4H8)3 in dichloro-methane results in the formation of the diamagnetic purple compound (N(CH3))4-... 

Tetramethylammonium acetate, 1142-1143 Tetramethylammonium borohydride, 1143 Tetramethylammonium bromide, 1143 Tetramethylammonium chloride, 962 Tetramethylammonium hydroxide, 468, 1142... 

Johnson confirmed this finding and also prepared an identical complex from an equimolecular mixture of the components. They then treated the a-bromo-3-ketone (1) with tetramethylammonium acetate in refluxing acetone and obtained a mixture of acetoxyketones from which only 3a-acetoxycholestane-2-one (4) could be isolated in pure form. 2/3-Acetoxycholestane-3-one (5), the expected product, on treatment with the reagent is isomerized to (4). Treatment of 4a-bromocholestane-3-one with tetramethylammonium acetate in acetone (25°) gave A -cholestene-3-one (20%) and 4% of the complex of (3) and (4). 

Recently Wilson and Joule 158> studied the demethylation of a variety of quaternary ammonium acetates in aprotic solvents. Earlier Lawson and Collie 92> showed that the decomposition of solid tetramethylammonium acetate at 180—200 °C gives the methyl ester in good yield. However, the use of an aprotic solvent significantly lowers the temperature (60—140 °C) required for decomposition. This reaction is most useful for the demethylation of aromatic quaternary ammonium salts that are soluble in benzene or benzene-chloroform mixtures. Its application to aliphatic quaternary ammonium salts requires a longer time, although N,N-dimethylpiperidinium acetate was demethylated at 100 °C in xylene-... 

Diethylamine acetate Pyridinium salt Tetramethylammonium acetate. Tetraethyl-ammonium -, Tetra-butylammonium -Piperidinium acetate Isoxazolium salts Trialkyloxonium salt Amidinium salts Ketenimines Hy dr azobenzene Diazo compounds Diazomethane, Phenyl-diazomethane K-methyldiazotate Hexamethylenetetramine Azo compds.. Azobenzene Azodicarboxamide ROOC N N COOR Azodiisobutyronitri le Triazenes Azidinium salts p-Nitrobenzene-diazonium sulfate Sulfanilic acid, diazotized... 

Acetates of organic bases Diethylamine acetate Pyridinium salt Tetramethylammonium acetate, Tetraethyl-ammonium-Piperidinium acetate Isoxazolium salts Trialkyloxonium salt Amidinium salts Ketenimines Diazomethane K-methyldiazotate... 

Tetramethylammonium acetate Replacement of bromine by acetoxy groups Br OAc... 

Interestingly, TMAC, although it is insoluble in 2-pyrrolidone, apparently reacts with py-K/C02 and influences the outcome of the polymerization. On the other hand, other insoluble onium salts, such as tetramethylammonium perchlorate, tetrafluoro-borate, and hexafluorophosphate, are unreactive and give approximately the same conversion and molecular weight as the control run without onium salt. Anong the soluble onium salts tested, tetraethylammonium chloride and tetramethylammonium acetate are quite effective to increase conversion and molecular weight but are not better than the insoluble TMAC (Table IV). 

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