703-16-2Relevant academic research and scientific papers
Trifluoromethanesulfonic acid: A novel solvent for the electrophilic fluorination of fluoroaromatics
Coe, Paul L.,Stuart, Alison M.,Moody, David J.
, p. 1807 - 1811 (2007/10/03)
Trifluoromethanesulfonic acid has been discovered to be an excellent new solvent for promoting the direct elemental fluorination of aromatics. Fluorobenzene has been successfully fluorinated to a mixture of 1,4-difluorobenzene (31%) and 1,2-difluorobenzene (7%) in CFCl3-CF3SO3H (5%), but no further improvement is observed by the addition of boron trifluoride. When the reaction is carried out in only CFCl3, the main reaction pathway is the 1,2- and 1,4-addition of fluorine to fluorobenzene forming cyclohexenes of molecular formula C6H5F5, and only a small amount of 1,4-difluorobenzene is produced. Although both 1,2- and 1,3-difluorobenzene are fluorinated to 1,2,4-trifluorobenzene in CFCl3-CF3SO3H (10%), 1,4-difluorobenzene does not undergo the same electrophilic substitution reaction.
