Studies on sulfinatodehalogenation. XXIX. The sulfinatodehalogenation of primary polyfluoroalkyl iodides and bromides by sodium disulfite

Article abstract of DOI:10.1016/0022-1139(93)02964-G

Using DMF, acetonitrile and alcohols as cosolvents, both polyfluoroalkyl iodides, such as Cl(CF2)nI (n = 4, 6, 8; 1a-c) and F(CF2)nI (n = 6, 8; 1d, e), and polyfluoroalkyl bromides, such as Cl(CF2)6Br (3b) and F(CF2)8Br (3e), react with sodium disulfite in neutral aqueous solution to give the corresponding sulfinates Cl(CF2)nSO2Na (n = 4, 6, 8; 2a-c) and F(CF2)nSO2Na (n = 6, 8; 2d, e) in good yield.In a similar manner, CF3CCl3 (4a) reacted with sodium disulfite to give CF3CCl2SO2Na (5a).