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|Section2= |Section7= |Section8= }} Perfluorobutanesulfonyl fluoride (nonafluorobutanesulfonyl fluoride, NfF) is a colorless, volatile liquid that is immiscible with water but soluble in common organic solvents. It is prepared by the electrochemical fluorination of sulfolane. NfF serves as an entry point to nonafluorobutanesulfonates (nonaflates), which are valuable as electrophiles in palladium catalyzed cross coupling reactions. As a perfluoroalkylsulfonylating agent, NfF offers the advantages of lesser cost and greater stability over the more frequently used triflic anhydride. The fluoride leaving group is readily substituted by nucleophiles such as amines, phenoxides, and enolates, giving sulfonamides, aryl nonaflates, and alkenyl nonaflates respectively. However, it is not attacked by water (in which it is stable at pH<12). Hydrolysis by barium hydroxide gives Ba(ONf)2, which upon treatment with sulfuric acid gives perfluorobutanesulfonic acid and insoluble barium sulfate. ==Purification== Commercially available NfF is contaminated with 6-10 mol % perfluorosulfolane derived from its production. This is readily removed by vigorously stirring the commercial material with a concentrated aqueous solution of K3PO4 and K2HPO4 in a 1:1 molar ratio for 96 hours. This treatment, followed by removal of the aqueous layer and distillation from P2O5, gives a product that contains >99 mol % NfF with near quantitative recovery. 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Perfluorobutanesulfonyl fluoride」の詳細全文を読む スポンサード リンク
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