Trimethylphenylammonium hydroxide

Methyl esters of alkylphosphonic acids may also be obtained by heating these acids together with trimethylphenylammonium hydroxide in the hot (e.g. 250 °C) injection port of the GC/MS system. 

J. A. Tomes and B. A. Johnsen, Gas chromatographic determination of methylphosphonic acids by methylation with trimethylphenylammonium hydroxide, J. Chromatogr. 467, 129-138 (1989). 

Under conditions of the Hofmann degradation (heating an aqueous solution of the hydroxide until the water is evaporated and decomposition occurs), trimethylphenylammonium hydroxide (5) demethylates exclusively to give N,N-dimethylaniline and methanol 27>. 

The alkyl methylphosphonic acids are polar and involatile and must be derivatized before analysis by gas chromatography. The simplest derivatization involves conversion into the methyl esters using diazomethane , or trimethylphenylammonium hydroxide in the hot injection port. However, the GC properties of the methyl esters, particularly dimethyl methylphosphonate, are not ideal and may give rise to poor peak shapes at low concentrations. Alternative derivatives are the trimethylsilyl or err-butyldimethylsi-jyji 14,133 latter are more stable than the trimethylsilyl esters and provide good... 

TMPAH Trimethylphenylammonium hydroxide PHYSICAL AND MATHEMATICAL SYMBOLS ... 

A recent review on the chemistry of "CO discusses the range of compound types prepared from this building block. A variety of [ C]carboxylic acids have been prepared from aryl halides, aryl triflates and benzyl halides in combination with either tetrabutylammonium hydroxide or trimethylphenylammonium hydroxides as powerful nucleophilic substrates in radiochemical yields of 20-85% ". Examples include radiolabeled carboxylic acids 34-37. 

Interaction of morphin, trimethylphenylammonium chloride and sodium hydroxide in methanol give the morphinan-6-a-ol, 7,8-didehydro-4,5-a-epoxy-3-methoxy-17-methyl. Then the free base was converted into phosphate. 

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