Thiiranes

Thiiran, the simplest representative of the group of thiiranes. The thiirane group is marked in blue .

Thiiranes are a group of substances in organic chemistry; they are also called episulfides. The simplest representative is ethylene sulfide ( thiirane ), a cyclic compound with a three-membered ring, consisting of two carbon atoms and one sulfur atom. Thiiranes therefore also belong to the group of substances called heterocycles . The thiiranes are thus sulfur analogues of the oxiranes (epoxides). In addition to the basic substance thiirane, the group of thiiranes includes numerous derivatives that are derived from the basic body by replacing one or more hydrogen atoms with organyl residues (alkyl residues, aryl residues; alkylaryl residues, etc.).

Manufacturing

Thiiranes are obtained by the action of potassium thiocyanate on oxiranes.

properties

Like many other organosulfur compounds, thiiranes have an unpleasant odor, especially those with a low molar mass . The thiirane ring is easily split by nucleophiles .

use

Thiiranes are used as pharmaceuticals , insecticides , fungicides and as additives to synthetic polymers .

Individual evidence

1. ^ ^{A b c} Siegfried Hauptmann : Organic Chemistry, 2nd Edition, VEB Deutscher Verlag für Grundstoffindindustrie, Leipzig, 1985, p. 560, ISBN 3-342-00280-8 .