Issue 15, 2011
From the journal:

Organic & Biomolecular Chemistry

Thermal decay of TEMPO in acidic media via an N-oxoammonium salt intermediate†

Yun Ma,a   Colin Loyns,b   Peter Priceb  and  Victor Chechik*a  

* Corresponding authors

a Department of Chemistry, University of York, Heslington, York, UK
E-mail: victor.chechik@york.ac.uk

b Nufarm UK Limited, Wyke Lane, Wyke, Bradford, UK

Abstract

Disproportionation of TEMPO in acids leads to the formation of an N-oxoammonium salt, which can further decompose under thermal conditions, yielding the corresponding hydroxylamine, N2O, CO2 and a series of dimerisation products. Overall, acid-catalysed thermal decay of TEMPO leads to ca. 80% yield of hydroxylamine.

Graphical abstract: Thermal decay of TEMPO in acidic media via an N-oxoammonium salt intermediate

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Article information

DOI
https://doi.org/10.1039/C1OB05475A
Article type
Paper
Submitted
25 Mar 2011
Accepted
12 May 2011
First published
13 May 2011

Org. Biomol. Chem., 2011,9, 5573-5578

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Thermal decay of TEMPO in acidic media via an N-oxoammonium salt intermediate

Y. Ma, C. Loyns, P. Price and V. Chechik, Org. Biomol. Chem., 2011, 9, 5573 DOI: 10.1039/C1OB05475A

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