Dioxiranes

Dioxiranes
(general formula)

Dioxiranes are heterocyclic organic chemical substances that contain a three-membered ring consisting of two oxygen atoms and one carbon atom. The oxaziranes belong to the larger group of three-ring compounds with two heteroatoms in the ring. The dioxiranes can also be viewed as cyclic peroxides. As a result, many dioxiranes are only stable and very reactive in solution. Often the dioxiranes are only produced in situ and serve as oxidizing agents in organic chemistry .

Manufacturing

Dioxiranes are mostly synthesized from ketones and peracids (e.g. a salt of peroxomonosulphuric acid ). Dimethyldioxirane can be obtained by reacting acetone with a neutral buffered solution of potassium peroxomonosulphate (trade names including Oxone and Caroat):

use

Dimethyldioxirane and methyl (trifluoromethyl) dioxirane in particular have preparative importance as oxidizing agents .

Web links

Commons : Dioxiranes - Collection of images, videos and audio files

Individual evidence

↑ John A. Joule, Keith Mills: Heterocyclic Chemistry at a Glance . 2nd edition, Wiley & Sons, ISBN 978-0-470-97121-5 , pp. 596-597.
^ ^A ^b Robert W. Murray: Chemistry of dioxiranes. 12. Dioxiranes . In: Chemical Reviews . tape 89 , no. 5 , July 1, 1989, pp. 1187-1201 , doi : 10.1021 / cr00095a013 .
↑ ^a ^b Andreas Kirschfeld, Sengodagounder Muthusamy, Wolfram Sander: Dimesityldioxirane - a substantially stable dioxirane . In: Angewandte Chemie . tape 106 , no. 21 , 1994, p. 2261-2263 , doi : 10.1002 / anie.19941062108 .
↑ Jack K. Crandall, Ruggero Curci, Lucia D'Accolti, Caterina Fusco: Dimethyldioxirane . In: Encyclopedia of Reagents for Organic Synthesis . American Cancer Society, 2005, ISBN 978-0-470-84289-8 , doi : 10.1002 / 047084289X.rd329.pub2 .

[Joule-1] John A. Joule, Keith Mills: Heterocyclic Chemistry at a Glance . 2nd edition, Wiley & Sons, ISBN 978-0-470-97121-5 , pp. 596-597.

[Murray-2] A ^b Robert W. Murray: Chemistry of dioxiranes. 12. Dioxiranes . In: Chemical Reviews . tape 89 , no. 5 , July 1, 1989, pp. 1187-1201 , doi : 10.1021 / cr00095a013 .

[Kirschfeld-3] Andreas Kirschfeld, Sengodagounder Muthusamy, Wolfram Sander: Dimesityldioxirane - a substantially stable dioxirane . In: Angewandte Chemie . tape 106 , no. 21 , 1994, p. 2261-2263 , doi : 10.1002 / anie.19941062108 .

[eros-4] Jack K. Crandall, Ruggero Curci, Lucia D'Accolti, Caterina Fusco: Dimethyldioxirane . In: Encyclopedia of Reagents for Organic Synthesis . American Cancer Society, 2005, ISBN 978-0-470-84289-8 , doi : 10.1002 / 047084289X.rd329.pub2 .