4.6 Article

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

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 15, Pages 5573-5578

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob05475a

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Funding

  1. Nufarm UK Ltd.
  2. University of York
  3. EPSRC [EP/E001629/1] Funding Source: UKRI
  4. Engineering and Physical Sciences Research Council [EP/E001629/1] Funding Source: researchfish

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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, N(2)O, CO(2) and a series of dimerisation products. Overall, acid-catalysed thermal decay of TEMPO leads to ca. 80% yield of hydroxylamine.

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