重氮转移试剂2-叠氮基-4,6-二甲氧基-1,3,5-三嗪表现出与对甲苯磺酰叠氮相当的高度放热分解。
Diazo-Transfer Reagent 2-Azido-4,6-dimethoxy-1,3,5-triazine Displays Highly Exothermic Decomposition Comparable to Tosyl Azide.
作者信息
Green Sebastian P, Payne Andrew D, Wheelhouse Katherine M, Hallett Jason P, Miller Philip W, Bull James A
机构信息
Department of Chemistry, Molecular Sciences Research Hub , Imperial College London , White City Campus, 80 Wood Lane , London W12 0BZ , U.K.
Department of Chemical Engineering , Imperial College London , South Kensington Campus, Exhibition Road , London SW7 2AZ , U.K.
出版信息
J Org Chem. 2019 May 3;84(9):5893-5898. doi: 10.1021/acs.joc.9b00269. Epub 2019 Apr 17.
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 ( T) of 159 °C and an enthalpy of decomposition (Δ H) of -1135 J g (-207 kJ mol). We conclude that ADT is potentially explosive and must be treated with caution, being of comparable exothermic magnitude to tosyl azide (TsN). A maximum recommended process temperature for ADT is 55 °C.
2-叠氮基-4,6-二甲氧基-1,3,5-三嗪（ADT）最近被报道为一种新型的“本质安全”重氮转移试剂。这一评估是基于差示扫描量热法数据，该数据表明ADT呈现吸热分解。我们展示了关于ADT的DSC数据，这些数据显示其分解为放热反应，起始温度（T）为159°C，分解焓（ΔH）为-1135 J g⁻¹（-207 kJ mol⁻¹）。我们得出结论，ADT有潜在的爆炸性，必须谨慎处理，其放热程度与对甲苯磺酰叠氮（TsN₃）相当。ADT的最高推荐工艺温度为55°C。
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