Diazo-Transfer Reagent 2-Azido-4,6-dimethoxy-1,3,5-triazine Displays Highly Exothermic Decomposition Comparable to Tosyl Azide
| Autor: | Andrew D Payne, Sebastian P Green, Katherine Wheelhouse, James A. Bull, Jason P. Hallett, Philip W. Miller |
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| Přispěvatelé: | The Royal Society |
| Rok vydání: | 2019 |
| Předmět: |
Exothermic reaction
0304 Medicinal and Biomolecular Chemistry 010405 organic chemistry Enthalpy Organic Chemistry 010402 general chemistry 01 natural sciences Endothermic process Medicinal chemistry Decomposition 0305 Organic Chemistry 0104 chemical sciences Tosyl azide chemistry.chemical_compound Differential scanning calorimetry chemistry Reagent 0302 Inorganic Chemistry Diazo |
| Zdroj: | The Journal of organic chemistry. 84(9) |
| ISSN: | 1520-6904 |
| Popis: | 2-Azido-4,6-dimethoxy-1,3,5-triazine (ADT) was reported recently as a new "intrinsically safe" diazo-transfer reagent. This assessment was based on differential scanning calorimetry data indicating that ADT exhibits endothermic decomposition. We present DSC data on ADT that show exothermic decomposition with an initiation temperature ( Tinit) of 159 °C and an enthalpy of decomposition (Δ HD) of -1135 J g-1 (-207 kJ mol-1). We conclude that ADT is potentially explosive and must be treated with caution, being of comparable exothermic magnitude to tosyl azide (TsN3). A maximum recommended process temperature for ADT is 55 °C. |
| Databáze: | OpenAIRE |
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