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1,2-dithiolane

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EntityQ3268366· pop 6· linked from 6 articles

1,2-dithiolane

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Also known as 1,​2-​Dithiolane, 1,2-Dithiacyclopentane, Trimethylene disulfide

1,2-Dithiolane is an organosulfur compound with the formula . It is also classified as a heterocycle derived from cyclopentane by replacing two methylene bridges ( units) with a disulfide group. 1,3-Dithiolane is an isomer. The parent molecule is unimportant but substituted derivatives, especially lipoic acid and its derivatives, are often essential for life. Several occur naturally.

Chemical data

Formula
C3H6S2
Molecular weight
106.21 g/mol
IUPAC name
dithiolane
SMILES
C1CSSC1
InChIKey
MUZIZEZCKKMZRT-UHFFFAOYSA-N
XLogP
1
Polar surface area
50.6 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Mass
105.991092
Show 4 more facts
chemical formula
C₃H₆S₂
canonical SMILES
C1CSSC1
found in taxon
Mansoa alliacea
Commons category
1,2-Dithiolane
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

4 sections
Contents
  • Natural occurrence
  • Dithiolane-S-oxides
  • References
  • External links

1,2-Dithiolane is an organosulfur compound with the formula . It is also classified as a heterocycle derived from cyclopentane by replacing two methylene bridges ( units) with a disulfide group. 1,3-Dithiolane is an isomer. The parent molecule is unimportant but substituted derivatives, especially lipoic acid and its derivatives, are often essential for life. Several occur naturally.

The parent 1,2-dithiolane is the disulfide derived from 1,3-propanedithiol. It is however unstable with respect to oligomerization. In general, 1,3-dithiols are superior reductants relative to monothiols.

Excerpted from Wikipedia’s “1,2-dithiolane” article, available under the CC BY-SA 4.0 licence.

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