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一种 C-C 键合的 5,6-稠合双环含能分子:探索具有改善性能的先进含能化合物。

A C-C bonded 5,6-fused bicyclic energetic molecule: exploring an advanced energetic compound with improved performance.

机构信息

Department of Chemistry, University of Idaho, Moscow, Idaho 83844-2343, USA.

出版信息

Chem Commun (Camb). 2018 Sep 18;54(75):10566-10569. doi: 10.1039/c8cc05987j.

Abstract

A C-C bonded amino-nitro pyrazole (7) and its ring-expansion product (9) have been synthesized and characterized. The synthetic route to 9 proceeds in several steps from the commercial substrate diethyl oxalate and acetone. The process was found to be straightforward, practical and easily scalable. Both of these structures were confirmed by single crystal X-ray diffraction. Compound 9 with a high density (1.85 g cm-3) at room temperature, excellent thermal stability (Td: 315 °C), good detonation performance and low sensitivity to impact and friction has potential as a high-temperature energetic material.

摘要

已经合成并表征了一种 C-C 键合的氨基-硝基吡唑(7)及其环扩张产物(9)。9 的合成路线从商业原料草酸二乙酯和丙酮出发,经过几步反应即可完成。该过程简单、实用且易于放大。这两种结构均通过单晶 X 射线衍射得到证实。室温下密度为 1.85 g cm-3 的 9 化合物具有良好的热稳定性(Td:315°C)、优异的爆轰性能和对冲击与摩擦的低敏感性,有望成为一种高温含能材料。

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