Inorganosulfur chemistry,asulfonyl groupis either afunctional groupfound primarily insulfones,or asubstituentobtained from asulfonic acidby the removal of thehydroxylgroup, similarly toacyl groups.[1]: 1470–1476
Group
editSulfonyl groups can be written as having the general formulaR−S(=O)2−R′,where there are twodouble bondsbetween thesulfurandoxygen.[1]: 53 [2]
Sulfonyl groups can be reduced to thesulfidewithdiisobutylaluminium hydride(DIBALH).Lithium aluminium hydride(LiAlH4) reduces some but not all sulfones to sulfides.[1]: 1851
Ininorganic chemistry,when the group−S(=O)2−is not connected to any carbon atoms, it is referred to assulfuryl.[3]
Examples of sulfonyl group substituents
editThe names of sulfonyl groups typically end in -syl, such as:[1]: 497
Group name Full name Pseudoelement symbol Example Tosyl p-toluenesulfonyl Ts Tosyl chloride(p-toluenesulfonyl chloride)
CH3C6H4SO2ClBrosyl p-bromobenzenesulfonyl Bs Nosyl o- orp-nitrobenzenesulfonyl Ns Mesyl methanesulfonyl Ms Mesyl chloride(methanesulfonyl chloride)
CH3SO2ClTriflyl trifluoromethanesulfonyl Tf Tresyl 2,2,2-trifluoroethyl-1-sulfonyl Dansyl 5-(dimethylamino)naphthalene-1-sulfonyl Ds Dansyl chloride
See also
editReferences
edit- ^abcdSmith, Michael B.; March, Jerry (2007).March's Advanced Organic Chemistry(6th ed.). John Wiley & Sons.ISBN978-0-471-72091-1.
- ^Clayden, Jonathan;Greeves, Nick;Warren, Stuart;Wothers, Peter(2001).Organic Chemistry(1st ed.). Oxford University Press. pp. 1249–1251.ISBN978-0-19-850346-0.
- ^Greenwood, Norman N.;Earnshaw, Alan (1997).Chemistry of the Elements(2nd ed.).Butterworth-Heinemann.pp. 694–695.ISBN978-0-08-037941-8.