Dithiolane

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Dithiolane
IUPAC name Dithiolane
Other names 1,2-dithiolane, 1,3-dithiolane
Properties
Molecular formula C3H6S2
Related compounds
Related compounds 1,2-Ethanedithiol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

A dithiolane is a sulfur heterocycle derived from cyclopentane by replacing two CH2 groups with thioether groups. The parent compounds are 1,2-dithiolane and 1,3-dithiolane.

1,2-Dithiolanes, such as lipoic acid, are cyclic disulfides

1,3-Dithiolanes are important as protecting groups for carbonyl compounds, since they are inert to a wide range of conditions. Reacting a carbonyl group with 1,2-ethanedithiol converts it to a 1,3-dithiolane, as detailed below.

Protecting a carbonyl group by converting it to a 1,3-dithiolane, using 1,2-ethanedithiol

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1,3-Dithiolane Reactions