Studies on sulfinatodehalogenation: IV. The sulfinatodebromination of primary perfluoroalkyl bromides and perfluoroalkylene α, ω-dibromides

Using PTC or cosolvent, both perfluoroalkyl bromides such as Br (CF₂)₂O(CF₂)₂SO₂Na (1), Br(CF₂)₂OCF₂CO₂H (2), Cl(CF₂)₄Br (3), Cl(CF₂Br (4), n-C₆F₁₃Br (5), n-C₈F₁₇Br (6), H(CF₂)₈Br (7), α, ω-dibromides O(CF₂CF₂Br)₂ (8), Br(CF₂)₆Br (9) and Br(CF₂)₈Br (10) reacted readily with Na₂S₂O₄ in the presence of NaHCO₃ in aqueous solution to form the corresponding perfluoroalkane sulfinates NaO₂S(CF₂)₂O(CF₂)₂SO₂Na (11), NaO₂S(CF₂)₂OCF₂CO₂Na (12), Cl(CF₂)₄SO₂Na (13), Cl(CF₂)₂SO₂Na (14), n-C₃F₁₃SO₂Na (15), n-C₈F₁₇SO₂Na (16), H(CF₂)₈SO₂Na (17), α, ω-disulfinates O(CF₂CF₂SO₂Na)₂ (18), NaO₂S(CF₂)₄SO₂Na (19) and NaO₂S(CF₂)₈SO₂Na (20) in 66—97% yields. To this new and general reaction of perfluoroalkyl bromides, the name sulfinatodebromination is proposed.