Abstract Ammonolysis of chloropentafluorobenzene both in the presence and in the absence of copper (I) salt results mainly in replacement of the para-and ortho-fluorine atoms with respect to chlorine rather than replacement of the chlorine atom. Ammonolysis of 4- chloro-2, 3, 5, 6-tetrafluoroaniline and 2-chloro-3, 4, 5, 6-tetrafluoroaniline in the absence of copper (I) salt yields exclusively the corresponding fluorine substitution products, whereas ...