Sulfonyl

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[edit]

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

Group name Full name Pseudoelement symbol Example
Tosyl p-toluenesulfonyl Ts Tosyl chloride (p-toluenesulfonyl chloride)
CH3C6H4SO2Cl
Brosyl p-bromobenzenesulfonyl Bs
Nosyl o- or p-nitrobenzenesulfonyl Ns
Mesyl methanesulfonyl Ms Mesyl chloride (methanesulfonyl chloride)
CH3SO2Cl
Triflyl trifluoromethanesulfonyl Tf
Tresyl 2,2,2-trifluoroethyl-1-sulfonyl
Dansyl 5-(dimethylamino)naphthalene-1-sulfonyl Ds Dansyl chloride

See also[edit]

References[edit]