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Mass spectrometric identification of an azobenzene derivative produced by smectite-catalyzed conversion of 3-amino-4-hydroxyphenylarsonic acid.

R L RL Wershaw, D W DW Rutherford, C E CE Rostad, J R JR Garbarino, Imma I Ferrer, K R KR Kennedy, Georges-Marie GM Momplaisir, and Andrew A Grange

Talanta 59(6):1219-26 (2003) PMID 18969012

The compound 3-amino-4-hydroxyphenylarsonic acid (3-amino-HPAA) reacts with smectite to form a soluble azobenzene arsonic acid compound. This reaction is of particular interest because it provides a possible mechanism for the formation of a new type of arsenic compound in natural water systems. 3-Amino-HPAA is a degradation product excreted by chickens that are fed rations amended with roxarsone. Roxarsone is used to control coccidial intestinal parasites in most of the broiler chickens grown in the United States. The structure of the azobenzene arsonic acid compound was first inferred from negative-ion and positive-ion low-resolution mass-spectrometric analyses of the supernatant of the smectite suspension. Elemental composition of the parent ion determined by high-resolution positive-ion mass spectrometric measurements was consistent with the proposed structure of the azobenzene arsonic acid compound.

Copyright © 2003 Elsevier Ltd. All rights reserved.

DOI: 10.1016/S0039-9140(03)00032-8
Version: za2963e q8za1 q8zbd q8zc3 q8zda q8zed q8zf9 q8zg0

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