Science of Synthesis

Carroll, M. A., Science of Synthesis, (2005) 34, 50.

Photolysis of alkanecarboxylic acids ‌3‌ in the presence of titanium(IV) oxide and silver(I) fluo­ride leads to fluoroalkanes ‌4‌ (‌Scheme 2‌).[‌2‌,‌3‌] A stoichiometric amount of solid potassium fluoride needs to be added if hydrogen fluoride is a byproduct of the reaction. Complex mixtures are generated in all cases and the fluorinated products are not isolated; yields are determined by NMR. In general the procedure results in only a single fluorinated product being detected.

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References