Back هاليد السلفونيل Arabic Sulfonylhalogenidy Czech Sulfonsäurehalogenide German Halogenuro de sulfonilo Spanish ハロゲン化スルホニル Japanese Sulfonzuurhalogenide Dutch Haleto de sulfonilo Portuguese Sulfonylhalid Swedish 磺酰卤 Chinese
In chemistry, a sulfonyl halide consists of a sulfonyl (>S(=O)2) group singly bonded to a halogen atom. They have the general formula RSO2X, where X is a halogen. The stability of sulfonyl halides decreases in the order fluorides > chlorides > bromides > iodides, all four types being well known. The sulfonyl chlorides and fluorides are of dominant importance in this series.[1][2]
Sulfonyl halides have tetrahedral sulfur centres attached to two oxygen atoms, an organic radical, and a halide. In a representative example, methanesulfonyl chloride, the S=O, S−C, and S−Cl bond distances are respectively 142.4, 176.3, and 204.6 pm.[3]
- ^ Kosswig, Kurt (2000). "Sulfonic Acids, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a25_503. ISBN 3527306730.
- ^ Drabowicz, J.; Kiełbasiński, P.; Łyżwa, P.; Zając, A.; Mikołajczyk, M. (2008). N. Kambe (ed.). Alkanesulfonyl Halides. Science of Synthesis. Vol. 39. pp. 19–38. ISBN 9781588905307.
- ^ Hargittai, Magdolna; Hargittai, István (1973). "On the molecular structure of methane sulfonyl chloride as studied by electron diffraction". J. Chem. Phys. 59 (5): 2513. Bibcode:1973JChPh..59.2513H. doi:10.1063/1.1680366.