火炸药学报2021，Vol.44Issue(1)：41-44,4.DOI:10.14077/j.issn.1007-7812.202007012
基于C-Br键断裂还原反应合成含能化合物1,3,5-三硝基六氢嘧啶
Synthesis of an Energetic Compound 1 ,3 ,5-Trinitrohexahydropyrimidine Based on Carbon-bromine Cleavage Reduction
摘要
Abstract
Starting from 2-bromo-2-nitropropane-1 ,3-diol , tert-butylamine and 37％ formaldehyde ,an energetic compound of 1 ,3 ,5-tri-nitrohexahydropyrimidine (TNHP) was achieved with a total yield of 33％(or 21 .11％) through a synthetic procedure including condensa-tion-cyclization ,nitration and NaBH4 (or KI ) carbon-bromine cleavage reduction .The structure of TNHP as well as its synthetic intermedi-ates were characterized by IR ,NMR ,elemental analysis and MS techniques .The single crystal of TNHP was prepared and determined via X-ray single crystal diffraction analysis ,its physicochemical and detonation properties were further studied by experimental and theoretical methods .The results show that TNHP crystallizes in monoclinic with the space group of P2(1)/c with a crystal density of 1 .787 g/cm3 .Its decomposition temperature is 150 .6℃,and the calculated heat of formation ,detonation velocity and impact activity are -50 .49 kJ/mol , 8388m/s and 22 .5J ,respectively ,indicating a potential application prospect in the field of explosives .关键词
有机化学/1,3,5-三硝基六氢嘧啶/C-Br断裂还原/TNHP/能量特性Key words
organic chemistry/1/3/5-trinitrohexahydropyrimidine/carbon-bromine cleavage reduction/TNHP/energetic properties分类
军事科技引用本文复制引用
杨凯迪,毕福强,翟连杰,张俊林,霍欢,薛琪,王伯周..基于C-Br键断裂还原反应合成含能化合物1,3,5-三硝基六氢嘧啶[J].火炸药学报,2021,44(1):41-44,4.基金项目
National Natural Science Foundation of China(No .21805224) （No .21805224）
