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Nitrosation and Nitration of Tetraacetyldibenzylhexaazaisowurtzitane
作者姓名:吕连营  欧育湘  王建龙  陈博仁
作者单位:[1]SchoolofMaterialsScienceandEngineering,BeijingInstituteofTechnology,Beijing100081,China [2]SchoolofMaterialsScienceandEngineering,BeijingInstituteofTechnology,Beijing100081,China//ChemistryDepartment,ShijiazhuangCollege,ShijiazhuangHebei050035,China; [3]ChemicalEngineeringDepartment,ChinaNorthUniversityofScienceandTechnology,TaiyuanShanxi030051,China
摘    要:Tetraacetyldibenzylhitane (TADBIW) was subjected to debenzylation by nitrosating with inorganic materials available commercially to synthesize tetraacetyldinitrosohexaazaisowurtzitane (TADNSIW). TADNSIW was purified, and its structure was determined by FTIR, 1H NMR, MS and element analysis. The debenzylation reaction of TADBIW gave quantitative benzaldehyde as a by-product. This indicates that the reaction produces an imine cation as an intermediate. Hexanitrohexaazaisowurtzitane (HNIW) was prepared from unpurified TADNSIW with the yield over 96.0 % and the purity more than 98.0 %. And the mechanism of the reaction from TADNSIW to HNIW is proposed to be oxidation of nitroso and nitration of acetyl on the molecule of TADNSIW, This reaction system involved is simple, and the reaction can complete within a short time and under mild conditions. The product can be easily to separate and the waste disposed readily.

关 键 词:四乙酰二亚苄  脱苄基作用  亚硝基化  硝基置换  炸药原料  六硝基六纤锌

Nitrosation and Nitration of Tetraacetyldibenzylhexaazaisowurtzitane
L Lian-ying,OU Yu-xiang,WANG Jian-long,CHEN Bo-ren.Nitrosation and Nitration of Tetraacetyldibenzylhexaazaisowurtzitane[J].Journal of China Ordnance,2005,1(1):57-60.
Authors:L Lian-ying  OU Yu-xiang  WANG Jian-long  CHEN Bo-ren
Affiliation:L(U) Lian-ying,OU Yu-xiang,WANG Jian-long,CHEN Bo-ren
Abstract:Tetraacetyldibenzylhexaazaisowurtzitane (TADBIW) was subjected to debenzylation by nitrosating with inorganic materials available commercially to synthesize tetraacetyldinitrosohexaazaisowurtzitane (TADNSIW). TADNSIW was purified, and its structure was determined by FTIR, 1H NMR, MS and element analysis. The debenzylation reaction of TADBIW gave quantitative benzaldehyde as a by-product. This indicates that the reaction produces an imine cation as an intermediate. Hexanitrohexaazaisowurtzitane (HNIW) was prepared from unpurified TADNSIW with the yield over 96.0 % and the purity more than 98.0 %. And the mechanism of the reaction from TADNSIW to HNIW is proposed to be oxidation of nitroso and nitration of acetyl on the molecule of TADNSIW. This reaction system involved is simple, and the reaction can complete within a short time and under mild conditions. The product can be easily to separate and the waste disposed readily.
Keywords:tetraacetyldinitrosohexaazaisowurtzitane  nitrosation-debenzylation  nitration  hexanitrohexaazaisowurtzitane  product  waste  complete  short  time  mild  conditions  system  simple  mechanism  oxidation  nitration  molecule  purity  yield  Hexanitrohexaazaisowurtzitane  imine  cation  intermediate  reaction
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