32858-93-8Relevant articles and documents
Lability of the trifluoromethyl group of trifluoromethoxybenzenes under HF/Lewis acid conditions
Belter, Randolph K.
scheme or table, p. 1302 - 1307 (2011/02/22)
The trifluoromethyl functionality of trifluoromethoxybenzenes (trifluoromethyl phenyl ethers) becomes labile under HF/Lewis acid conditions. Substrates with an unsubstituted para-position shed their -CF3 groups while performing a Friedel-Crafts reaction upon another substrate molecule's trifluoromethoxy group to generate p-rosolic acids. Substrates that had blocking groups at the para-positions reacted ortho. The electron donating substituents methoxy and phenoxy interfered with the formation of rosolic acids.