Oxidation of 2-aminophenol to 2-amino-3H-phenoxazin-3-one with monochloramine in aqueous environment: A new method for APO synthesis?

Odissa Abou Mehrez; Florence Dossier-Berne; Bernard Legube

doi:10.1016/j.chemosphere.2015.11.073

Oxidation of 2-aminophenol to 2-amino-3H-phenoxazin-3-one with monochloramine in aqueous environment: A new method for APO synthesis?

Chemosphere. 2016 Feb:145:464-9. doi: 10.1016/j.chemosphere.2015.11.073. Epub 2015 Dec 13.

Authors

Odissa Abou Mehrez¹, Florence Dossier-Berne², Bernard Legube²

Affiliations

¹ Université de Poitiers, Institut de Chimie des Milieux et Matériaux de Poitiers, CNRS UMR 7285, Equipe Eaux-Géochimie Organique-Santé, Ecole Nationale Supérieure d'Ingénieurs de Poitiers, 1 Rue Marcel Doré, TSA 41105, 86073 Poitiers Cedex 9, France. Electronic address: odissa.aboumehrez@hotmail.com.
² Université de Poitiers, Institut de Chimie des Milieux et Matériaux de Poitiers, CNRS UMR 7285, Equipe Eaux-Géochimie Organique-Santé, Ecole Nationale Supérieure d'Ingénieurs de Poitiers, 1 Rue Marcel Doré, TSA 41105, 86073 Poitiers Cedex 9, France.

PMID: 26694797
DOI: 10.1016/j.chemosphere.2015.11.073

Abstract

Reaction of 2-aminophenol (2AP) with monochloramine in aqueous solution was investigated at pH 8.5 and 25 °C, with an excess of monochloramine. 2-Amino-3H-phenoxazin-3-one (APO) was the major product formed in about 70% yield. Despite low formation yields, adsorbable organic halides (AOX) were also formed over reaction time.

Keywords: 2-Amino-3H-phenoxazin-3-one; 2-Aminophenol; Adsorbable organic halides; Monochloramine.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aminophenols / chemistry*
Anti-Infective Agents / chemical synthesis*
Chloramines / chemistry*
Oxazines / chemical synthesis*
Oxidation-Reduction

Substances

Aminophenols
Anti-Infective Agents
Chloramines
Oxazines
3-aminophenoxazone
2-aminophenol
chloramine