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An efficient method to synthesize TNAD by the nitration of 1,4,5,8- tetraazabicyclo-[4,4,0]-decane with N20s and acidic ionic liquids

An experimental study was carried out on the direct nitration of 1,4,5,8-tetraaza-bicyclo-[4,4,0]-decane to synthesize 1,4,5,8-tetranitro-l,4,5,8-tetraazabicyclo-[4,4,0]-decane (TNAD) with N205 catalyzed by acidic ionic liquids. Various ionic liquids, such as [HMim]X, [(CH2)4SO3HMim]X and [Capl]X (X...

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Published in:中国化学快报:英文版 2014 (3), p.423-426
Main Author: Xiao-Feng Cao Bin-Dong Li Min Wang
Format: Article
Language:English
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Summary:An experimental study was carried out on the direct nitration of 1,4,5,8-tetraaza-bicyclo-[4,4,0]-decane to synthesize 1,4,5,8-tetranitro-l,4,5,8-tetraazabicyclo-[4,4,0]-decane (TNAD) with N205 catalyzed by acidic ionic liquids. Various ionic liquids, such as [HMim]X, [(CH2)4SO3HMim]X and [Capl]X (X =pTSO-, NO3 , HS04-), and various parameters such as equivalents of ionic liquid, molar ratio of N205 tO the starting material, reaction time and temperature, and solvent were investigated, Ionic liquid [(CH2)4SO3HMim]HS04 showed better catalytic activity. In the presence of 3% molar ratio of [(CH2)4SO3HMim]HS04 ionic liquid to the staring material, the yield of 1,4,5,8-tetranitro-l,4,5,8- tetraazabicvclo-14.4.01-decane was improved bv 6.2~; comnared to the system without ionic liauid.
ISSN:1001-8417
1878-5964