December 30, 2011 TCI Pick: New Stable Diazotransfer Reagent against Heat and Impact / Friction
2-Azido-1,3-dimethylimidazolinium Hexafluorophosphate is a crystalline diazotransfer reagent having high thermal stability and low explosibility. The differential scanning calorimetry (DSC) experiment has revealed that the exothermic decomposition temperature was approximately 200 °C. Moreover, it has tested negative for the impact and friction-sensitivity tests. Under mild conditions, this reagent reacts with 1,3-dicarbonyl compounds or primary amines to afford the corresponding alpha-diazo compounds and azide compounds, respectively.
M. Kitamura, N. Tashiro, S. Miyagawa, T. Okauchi, Synthesis 2011, 1037.
M. Kitamura, M. Yano, N. Tashiro, S. Miyagawa, M. Sando, T. Okauchi, Eur. J. Org. Chem. 2011, 458.
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