Oxidative fluorination of aromatic compounds in liquid hydrogen fluoride |
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| Authors: | A.E. Feiring |
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| Affiliation: | Central Research & Development Department, Experimental Station, E. I. du Pont de Nemours & Co., Inc., Wilmington, Delaware 19898 USA |
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| Abstract: | ![]()
Toluene derivatives bearing electronegative substituents are cleanly fluorinated on the methyl group by reaction with lead dioxide or nickel dioxide in liquid HF. For example, 4-nitrotoluene gives in high yield a mixture of 4-nitrobenzyl fluoride and 4-nitrobenzal fluoride. Aromatic cation radicals are proposed as intermediates. |
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