Dithiolane

Dithiolane
Names
	IUPAC name Dithiolane
	Other names 1,2-dithiolane, 1,3-dithiolane
Identifiers
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:38226 ;
ChemSpider	71377 ;
PubChem CID	79045;
	InChI InChI=1S/C3H6S2/c1-2-4-5-3-1/h1-3H2 Key: MUZIZEZCKKMZRT-UHFFFAOYSA-N ; InChI=1/C3H6S2/c1-2-4-5-3-1/h1-3H2 Key: MUZIZEZCKKMZRT-UHFFFAOYAH;
	SMILES S1SCCC1;
Properties
Chemical formula	C3H6S2
Related compounds
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.

A dithiolanone is a dithiolane which is also a ketone.

External links

1,3-Dithiolane Reactions

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