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四乙酰基二苄基六氮杂异伍兹烷亚硝解脱苄反应
Nitrosolysis-debenzylation to Tetraacetyldibenzylhexaazaisowurtzitane
【摘要】 利用市售无机亚硝解试剂,采用3种不同的方法,在温和条件(30℃左右)下,使四乙酰基二苄基六氮杂异伍兹烷(TADBIW)脱除苄基,转化成HNIW的前体——四乙酰基二亚硝基六氮杂异伍兹烷(TADNSIW),并用FT-IR、MS、1HNMR及元素分析法对TADBIW的脱苄产物进行了结构鉴定。提出了TADBIW亚硝解脱苄反应的机理,TADBIW作为三级胺脱除苄基的反应是以生成烯胺正离子(或称亚胺正离子)为中间体的反应,并由所获得的副产物苯甲醛证明该反应机理。
【Abstract】 Two benzyls were removed at wild conditions (at room temperature or at 30℃) from tetraacetyldibenzylhexaazaisowurtzitane (TADBIW) molecule through three methods by using inorganic materials as the nitrosolysis reagent to convert tetraacetyldinitrosohexaazaisowurtzitane (TADNSIW), the precursor for synthesis of hexanitrohexaazaisowurtzitane (HNIW). The structure of TADNSIW was determined by FT-IR, MS, (~1H)NMR and element analysis. The mechanism of debenzylation to TADBIW was put forward. The enaminecation is the intermediate of the nitrosolysis-debenzylation to TADBIW, which was approved by benzaldehyde being the by-product of the reaction.
【Key words】 tetraacetyldibenzylhexaazaisowurtzitane; nitrosolysis-debenzylation; synthesis; mechanism;
- 【文献出处】 火炸药学报 ,Chinese Journal of Explosives & Propellants , 编辑部邮箱 ,2003年04期
- 【分类号】O621.25
- 【被引频次】12
- 【下载频次】196