Sulfonyl

Sulfonyl group

Sulfonyl group

Chemical group (>S(=O)₂)

Not to be confused with Thiosulfonate or Sulfonate.

In organosulfur chemistry, 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.[1]: 1470–1476  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.[1]: 53 [2]

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

Sulfonyl groups can be reduced to the sulfide with DIBALH. Lithium aluminium hydride (LiAlH4) reduces some but not all sulfones to sulfides.[1]: 1851 

In inorganic chemistry, when the group −S(=O)2− is not connected to any carbon atoms, it is referred to as sulfuryl.[3]

Examples of sulfonyl group substituents

The names of sulfonyl groups typically end in -syl, such as:[1]: 497 

More information Group name, Full name ...

See also

References

  1. [1]
    Smith, Michael B.; March, Jerry (2007). March's Advanced Organic Chemistry (6th ed.). John Wiley & Sons. ISBN 978-0-471-72091-1.
  2. [2]
    Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter (2001). Organic Chemistry (1st ed.). Oxford University Press. pp. 1249–1251. ISBN 978-0-19-850346-0.
  3. [3]
    Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. pp. 694–695. ISBN 978-0-08-037941-8.
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