Elemental fluorine Part 12. Fluorination of 1,4-disubstituted aromatic compounds was written by Chambers, R. D.;Hutchinson, J.;Sparrowhawk, M. E.;Sandford, G.;Moilliet, J. S.;Thomson, J.. And the article was included in Journal of Fluorine Chemistry in 2000.Reference of 104197-14-0 This article mentions the following:
Direct fluorination of 1,4-disubstituted benzenes in acid reaction media at convenient temperature leads, in many cases, to selectively fluorinated aromatic products in preparatively useful conversions and yields. Thus, treatment of 4-O2NC6H4OH with F2 in formic acid at 10° gave 70% 2-fluoro-4-nitrophenol and 8% 2,6-difluoro-4-nitrophenol with 75% conversion. In the experiment, the researchers used many compounds, for example, 4-Bromo-2,6-difluoroanisole (cas: 104197-14-0Reference of 104197-14-0).
4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Reference of 104197-14-0
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem