Studies on sulfinatodehalogenation: XVII. The sulfinatodehalogenation of primary perfluoroalkyl iodides and bromides by Rongalite

AbstractUsing acetonitrile or DMF as cosolvent, both perfluoroalkyl iodides such as Cl(CF2)nI (n= 4,6,8,la—lc), CF3(CF2)nI (n= 5,6,7,ld—lf), I (CF2)nO (CF2) SO3Na(n= 2,4,6,lg—li) and perfluoroalkyl bromides such as Cl (CF2)nBr (n= 4,6,3a—3b) and C7F15Br (3e) reacted with Rongalite in aqueous solution to give the corresponding sulfinates Cl (CF2)nSO2Na (n= 4,6,8,2a—2c), CF3‐(CF2)nSO2Na (n= 5,6,7,2d—2f) and NaO2S(CF2)nO(CF2)2SO3Na (n= 2,4,6,2g—2i) in moderate yields. 1 H‐perfluoroalkanes were formed as the main products when other solvents such as ethanol.iso‐propanol, 1,4‐dioxane and morpholine were used.