Thiirene is an
organosulfur compound
Organosulfur compounds are organic compounds that contain sulfur. They are often associated with foul odors, but many of the sweetest compounds known are organosulfur derivatives, e.g., saccharin. Nature abounds with organosulfur compounds—sulfu ...
with the formula C
2H
2S. It can be viewed as a derivative of cyclopropene, but with the methylene group replaced by sulfur. It is
antiaromatic
Antiaromaticity is a chemical property of a cyclic molecule with a π electron system that has higher energy, i.e., it is less stable due to the presence of 4n delocalised (π or lone pair) electrons in it, as opposed to aromaticity. Unlike aroma ...
and very labile.
Thiirenes and derivatives
No thiirene has been isolated at room temperature, but they have been observed spectroscopically at low temperatures.
Thiirene-''S''-oxides and ''S''-alkylthiirinium salts have been characterized by
X-ray crystallography
X-ray crystallography is the experimental science determining the atomic and molecular structure of a crystal, in which the crystalline structure causes a beam of incident X-rays to diffract into many specific directions. By measuring the angles ...
.
References
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Sulfur heterocycles
Three-membered rings