Puneet Varma (Editor)

Thiirane

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Formula
  
C2H4S

Classification
  
Volatile organic compound

Density
  
1.01 g/cm³

Appearance
  
Pale, yellow liquid

Thiirane httpsuploadwikimediaorgwikipediacommonsthu

Thiirane, more commonly known as ethylene sulfide, is the cyclic chemical compound with the formula C2H4S. It is the smallest sulfur-containing heterocycle and the simplest episulfide. Like many organosulfur compounds, this species has a stench. Thiirane is also used to describe any derivative of the parent ethylene sulfide.

Contents

Preparation

It is prepared by the reaction of ethylene carbonate and KSCN. For this purpose the KSCN is first melted under vacuum to remove water.

KSCN + C2H4O2CO → KOCN + C2H4S + CO2

Reactions

Ethylenesulfide adds to amines to afford 2-mercaptoethylamines, which are good chelating ligands.

C2H4S + R2NH → R2NCH2CH2SH

Dithiiranes

Dithiiranes are three membered rings containing two sulfur atoms and one carbon. One example was prepared by oxidation of a 1,3-dithietane.

References

Thiirane Wikipedia