Dithiolane

From Wikipedia, the free encyclopedia
  (Redirected from 1,2-dithiolane)
Jump to: navigation, search
Dithiolane
1,2-dithiolane-2D-skeletal.png
Dithiolane13d.png
1,3-dithiolane-2D-skeletal.png
Dithiolane23d.png
Names
IUPAC name
Dithiolane
Other names
1,2-dithiolane, 1,3-dithiolane
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
Properties
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).
YesY verify (what is YesYN ?)
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.

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

A dithiolanone is a dithiolane which is also a ketone.

External links[edit]