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- Title
A Stepwise Strategy for the Synthesis of HMX from 3,7‐Dipropionyl‐1,3,5,7‐Tetraazabicyclo[3.3.1]Nonane.
- Authors
Zhang, Yu; Xu, Zishuai; Ruan, Jian; Wang, Xiaolong; Zhang, Luyao; Luo, Jun
- Abstract
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 1H‐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 %.
- Subjects
STEPWISE reactions (Chemistry); EXPLOSIVES; CHEMICAL reactions
- Publication
Propellants, Explosives, Pyrotechnics, 2018, Vol 43, Issue 12, p1287
- ISSN
0721-3115
- Publication type
Article
- DOI
10.1002/prep.201800193