Oxaziranes

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Oxaziranes
Oxaziranes
Oxazirane (general formula)
Oxazirane
Oxazirane

Oxaziranes , also called oxaziridines, are heterocyclic organochemical substances that are constitutional isomers of oximes . This group of substances is out of date also known as isoximes. The oxaziranes belong to the larger group of three-ring compounds with two heteroatoms in the ring.

Manufacturing

The oxaziranes can be synthesized from azomethines and percarboxylic acids :

Synthesis of oxaziranes

Reactions

When heated, the mostly liquid, water-insoluble oxaziranes rearrange into isomeric nitrones :

Formation of nitrones

Conversely, nitrones are converted photochemically into the isomeric oxaziranes. Oxaziranes can oxidize iodide to iodine :

Oxaziranes as an oxidizing agent

Web links

Commons : Oxaziridines  - Collection of Pictures, Videos and Audio Files

Individual evidence

  1. ^ A b c d Siegfried Hauptmann : Organische Chemie , 2nd revised edition, VEB Deutscher Verlag für Grundstoffindindustrie, Leipzig 1985, ISBN 3-342-00280-8 , p. 561.
  2. John A. Joule, Keith Mills: Heterocyclic Chemistry at a Glance, 2nd Edition, Wiley & Sons, ISBN 978-0-4709-7121-5 , pp. 596-597.
  3. ^ Theophil Eicher, Siegfried Hauptmann, Andreas Speicher: The Chemistry of Heterocycles , Wiley-VCH, 2012, ISBN 978-3-527-32747-8 , p. 39.