Pentafluorobenzaldehyde has been converted into a range of derivatives by reactions involving the carbonyl group, viz., a pentafluorostilbene, a pentafluorocinnamic acid, an azine, an oxime, and a range of acetals. Other derivatives were made by reactions involving replacement of fluorine using dimethylamine, sodium hydrogen sulphide, sodium thiophenoxide, and sodium methoxide.
Perfluoro-p-xylene has been treated with a range of nucleophilic reagents. The reactions were vigorous, and in many cases multiple substitution products were obtained in addition to the primary one. Orientation studies on four disubstituted perfluoro-p-xylenes show replacement of the fluorine atom para to the first substituent. Perfluoro-o-xylene has been treated with sodium hydrogen sulphide, hydrazine, and ammonia, and the major product shown to arise by replacement of the 4-fluorine atom in each case.
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