Gas chromatography mass spectrometry has been used to study the reaction between a range of aromatic, alicyclic and aliphatic sulphate esters and three perfluoroacylating reagents, viz. trifluoroacetic, pentafluoropropionic and heptafluorobutyric anhydride. Aromatic sulphates were found to react readily, when treated with a 1:1 mixture of a perfluoroacid anhydride and dry ethyl acetate, to form the perfluoroester derivative of the parent phenol in quantitative yield. Non-aromatic sulphates, on the other hand, gave a variety of products. A mechanism is proposed for the one-step derivatization of aromatic sulphates and the potential of the procedure for the analysis of sulphate conjugates by mass spectrometry is discussed.
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Murray et al. (1979) studied this question.
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