{{Short description|1=Chemical group (>S(=O)2)}} {{confuse|Thiosulfonate|Sulfonate|Sulfur dioxide}} thumb|150px|right|A sulfone. It consists of a sulfonyl group bonded with two organic substituents.

In organosulfur chemistry, a '''sulfonyl group''' is either a functional group found primarily in sulfones, or a substituent obtained from a sulfonic acid by the removal of the hydroxyl group, similarly to acyl groups.<ref name="March">{{cite book | first1 = Michael B. | last1 = Smith | first2 = Jerry | last2 = March | title = March's Advanced Organic Chemistry | publisher = John Wiley & Sons | year = 2007 | edition=6th | isbn = 978-0-471-72091-1 }}</ref>{{rp|1470-1476}}

==Group== Sulfonyl groups can be written as having the general formula {{chem2|R\sS(\dO)2\sR′}}, where there are two double bonds between the sulfur and oxygen.<ref name="March" />{{rp|53}}<ref name="Clayden">{{Clayden|pages=1249-1251}}</ref>

Sulfonyl groups can be reduced to the sulfide with diisobutylaluminium hydride (DIBALH). Lithium aluminium hydride ({{chem2|LiAlH4}}) reduces some but not all sulfones to sulfides.<ref name="March" />{{rp|1851}}

In inorganic chemistry, when the group {{chem2|\sS(\dO)2\s}} is not connected to any carbon atoms, it is referred to as sulfuryl.<ref name="Greenwood&Earnshaw">{{Greenwood&Earnshaw2nd|pages=694-695}}</ref>

==Examples of sulfonyl group substituents== The names of sulfonyl groups typically end in -syl, such as:<ref name="March" />{{rp|497}}

:{| class=wikitable !Group name !Full name !Pseudoelement symbol !Example |- |Tosyl |''p''-toluenesulfonyl |Ts |Tosyl chloride (''p''-toluenesulfonyl chloride)<br/>CH<sub>3</sub>C<sub>6</sub>H<sub>4</sub>SO<sub>2</sub>Cl |- |Brosyl |''p''-bromobenzenesulfonyl |Bs | |- |Nosyl |''o''- or ''p''-nitrobenzenesulfonyl |Ns | |- |Mesyl |methanesulfonyl |Ms |Mesyl chloride (methanesulfonyl chloride)<br/>CH<sub>3</sub>SO<sub>2</sub>Cl |- |Triflyl |trifluoromethanesulfonyl |Tf | |- |Tresyl |2,2,2-trifluoroethyl-1-sulfonyl | | |- |Dansyl |5-(dimethylamino)naphthalene-1-sulfonyl |Ds |Dansyl chloride

|}

==See also== * Fluorosulfonyl azide * Sulfonyl halide * Sulfonamide * Sulfonate * Methylsulfonylmethane (MSM)

==References== {{reflist}}

Category:Functional groups * Category:Organosulfur compounds

{{Functional Groups}}