Pentafluorosulfanyl chloride

Form Supplied in colorless gas packaged in cylinders, commercially available. 

Preparative Methods there are several practical methods of preparation of pentafluorosulfanyl chloride. It could be formed rapidly (1 h) and in high yield (92%) by room-temperature reaction of SF4 with CIF in the presence of activated CsF (eq 1). The compound is also prepared from the reaction of sulfur tetra-fluoride (SF4), chlorine, and CsF in high yield at elevated temperatures (eq 2). A high yield and inexpensive preparation of SF5CI from sulfur tetrafluoride, CI2, and KF has also been described, but a much longer reaction time is required at relatively high temperatures (eq 3).  

Purity fractionated through a low-temperature column. Handling, Storage, and Precautions pentafluorosulfanyl chloride is stable at room temperature. Since it is toxic, it should be used in a fume hood. 

Reactions with Alkenes, Alkynes, and Allenes. Pentafluorosulfanyl chloride has been used in a free radical chain addition process to alkenes and alkynes. These free radical chain addition reactions have been accomplished thermally (eq 4) in an autoclave or via a room-temperature gas-phase or low-temperature solution-phase photochemical process (eq 5). A 

Pentafluorosulfanyl chloride has also been found to react with tetrafluoroallene to give the addition product in low yield (eq 8).  

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Studies on the Sn reactions of the vinyl chloride, 3-chloro-l-pentafluorosulfanyl-prop-l-ene (10), demonstrated that weak base nucleophiles reacted in an 5 2 reaction.14 When stronger base nucleophiles such as CN were used, double-bond migration occurred via an allyl anion (Scheme 5). MP2/6-31++G supported the different reaction with CN . 

With BF3 and PF5, SF5NH2 forms 1 1 adducts (183). Reaction occurs at room temperature between SF5NH2 and various acid chlorides and fluorides containing electron-deficient carbonyl groups to produce iV-pentafluorosulfanyl amides, F5SNHC(0)R (R = F, CF3, CH3) (149). The reaction of SF5NCO with certain carboxylic acids at room temperature provides an alternate route for the preparation of amides, SF5-... 

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