Pentafluorosulfanylbenzene

Pentafluorosulfanylbenzene, or phenylsulfur pentafluoride, is an organosulfur compound with the formula C6H5SF5.

Pentafluorosulfanylbenzene possesses high chemical stability under a wide range of conditions including oxidizing, reducing, strongly acidic and strongly basic environments.

The pentafluorosulfanyl group is a strong electron withdrawing group, and leads to electrophilic aromatic substitution reactions at the meta position.

[2] Pentafluorosulfanylbenzene was originally synthesized by fluorination of diphenyl disulfide by AgF2, a method that suffers from low yield.

The best known method of synthesis is the fluorination of diphenyl disulfide with xenon difluoride, but it still only has a 25% yield.