Dithiolane

Names

IUPAC name

Dithiolane

Other names

1,2-dithiolane, 1,3-dithiolane

Identifiers

ChEBI

CHEBI:38226^Y

ChemSpider

71377^Y

Jmol interactive 3D

InChI=1S/C3H6S2/c1-2-4-5-3-1/h1-3H2^Y
Key: MUZIZEZCKKMZRT-UHFFFAOYSA-N^Y
InChI=1/C3H6S2/c1-2-4-5-3-1/h1-3H2
Key: MUZIZEZCKKMZRT-UHFFFAOYAH

SMILES

S1SCCC1

Properties

Chemical formula

C₃H₆S₂

Related compounds

1,2-Ethanedithiol

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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Infobox references

A dithiolane is a sulfur heterocycle derived from cyclopentane by replacing two methylene bridges (-CH
2- units) 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.

External links

1,3-Dithiolane Reactions

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