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Sulfonyl group

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A sulfone. It consists of a sulfonyl group bonded with two hydrocarbon substituents.

A sulfonyl group can refer either to a functional group found primarily in sulfones or to a substituent obtained from a sulfonic acid by the removal of the hydroxyl group similarly to acyl groups. Sulfonyl groups can be written as having the general formula R-S(=O)2-R', where there are two double bonds between the sulfur and oxygen.

Sulfonyl groups can be reduced to the hydrocarbon with lithium aluminium hydride (LiAlH4).

In inorganic chemistry, when the group -S(=O)2- is not connected to any carbon atoms, it is referred to as sulfuryl.

Examples of sulfonyl group substituents

The names of sulfonyl groups typically end in -syl, such as:

Group name Full name Abbreviation Example
Tosyl p-toluenesulfonyl Ts Tosyl chloride (p-toluenesulfonyl chloride)
CH3C6H4SO2Cl
Brosyl p-bromobenzenesulfonyl Bs
Nosyl 2- or 4-nitrobenzenesulfonyl Ns
Mesyl methanesulfonyl Ms Mesyl chloride (methanesulfonyl chloride)
CH3SO2Cl.
Triflyl trifluoromethanesulfonyl Tf
Dansyl 5-(dimethylamino)naphthalene-1-sulfonyl Ds Dansyl chloride

See also

References