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The present investigation was undertaken to see if a practical method could be worked out for analysing the high boiling range naphthenic acids by the mass spectrometry. From the study, following method is recommended for the analysis of naphthenic acids: The acids are converted into hydrocarbons by reduction via the alcohols (R·COOH→R·CH2OH→R·CH3) . The resulting hydrocarbons are separated into the saturated fraction and the aromatic fraction by liquid chromatography, and the latter is analysed by the mass spectrometer to determine the compound types and the carbon number distribution. The saturated fraction is further converted into the aromatic hydrocarbons by dehydrogenation reaction with platinum black. The dehydrogenation product is separated into the saturates and the aromatics by chromatography. The sum of the five membered ring, gem-type and straight chain carboxylic acids is estimated from the weight of the saturates, and the compound types and the carbon number distribution of the six membered ring carboxylic acids are determined from the mass spectrometric data of the aromatic fraction. Furthermore, the acids are converted into their acid anilides, which are measurable by the low energy ionization method. The compound types and the carbon number distribution of the five membered ring and the six membered gem-type carboxylic acids are also determined from both the data of the six membered ring analysis of the dehydrogenated product and the data of the analysis of the acid anilides. The carbon number distribution of the straight chain carboxylic acids are also known from the analysis of the acid anilides.

Mass Spectrometric Investigation of Petroleum(VII). Mass Spectrometric Analysis of Naphthenic Acid.