A Stepwise Strategy for the Synthesis of HMX from 3,7-Dipropionyl-1,3,5,7-Tetraazabicyclo[3.3.1]Nonane

作者：Zhang, Yu; Xu, Zishuai; Ruan, Jian; Wang, Xiaolong; Zhang, Luyao; Luo, Jun^*

来源：Propellants, Explosives, Pyrotechnics, 2018, 43(12): 1287-1295.

DOI：10.1002/prep.201800193

• DPPT
• DPNNO
• DPDN
• HMX
• nitrolysis
• nitrosolysis

1,3,5,7-Tetranitro-1,3,5,7-tetraazacyclooctane(HMX) is one of the most powerful and widely used explosives. A new method for the synthesis of HMX from 3,7-dipropionyl-1,3,5,7-tetraazabicyclo[3.3.1]nonane (DPPT) was investigated. Two important intermediates, 1,5-dipropionyl-3-nitroso-7-nitro-1,3,5,7-tetraazacyclooctane (DPNNO) and 1,5-dipropionyl-3,7-dinitro-1,3,5,7-tetraazacyclooctane (DPDN), were isolated from the reaction mixture. The reaction mechanism, involving a nitrolysis-nitrosolysis-nitrolysis-nitrolysis process, was proposed and verified by the H-1-NMR tracking. Based on the reaction mechanism, a stepwise method to prepare HMX from DPPT was developed. DPPT could be efficiently and smoothly converted to DPNNO in red fuming nitric acid with excellent yield up to 94.2 %. The influence factors on the yields of HMX such as reaction temperature, loading amounts of N2O5 were investigated. Under the optimized conditions, HMX was obtained with a satisfactory yield of 85.0 %. The overall yield of the stepwise procedure was as high as 80.0 %.

• 出版日期2018-12
• 单位南京理工大学