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Intrinsically Safe and Shelf-Stable Diazo-Transfer Reagent for Fast Synthesis of Diazo Compounds
Shibo Xie1, Ziqiang Yan1, Yuanheng Li1
1CAS Key Laboratory of Soft Matter Chemistry, iChEM (Innovation Center of Chemistry for Energy Materials), Department of Chemistry , University of Science and Technology of China , Hefei , Anhui 230026 , China.
Abstract:
We report a crystalline compound 2-azido-4,6-dimethoxy-1,3,5-triazine (ADT) as an intrinsically safe, highly efficient, and shelf-stable diazo-transfer reagent. Because the decomposition of ADT is an endothermal process (Δ H = 30.3 kJ mol-1), ADT is intrinsically nonexplosive, as proved by thermal, friction, and impact tests. The diazo-transfer reaction based on ADT gives diazo compounds in excellent yields within several minutes at room temperature. ADT is very stable upon >1 year storage under air at room temperature.
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