含能材料2011，Vol.19Issue(3)：262-268,7.DOI:10.3969/j.issn.1006-9941.2011.03.005
3,4-二(3',5'-二硝基苯-1'-基)氧化呋咱的合成及热分解机理
Synthesis and Thermal Decomposition Mechanism of 3,4-Bis( 3',5 ′-dinitrobenzene-1 ′-yl) furoxan
摘要
Abstract
3,4-Bis(3',5'-dinitrobenzene-1 '-yl) furoxan was synthesized via five-step reactions of oximation ,diazotization, denitrification,cyclization and nitration using benzonitrile as starting materials. The reaction conditions were optimized,and the cyclization could be performed at 2 ～ 10 ℃ within 3 h and Na2CO3 in excess of 20％ with a yield of about 64.7％. The product's structure was characterized by IR,NMR,MS and elemental analysis. In addition,the mechanism of the key reaction-cyclization was suggested. The vicarious nucleophilic substitution of hydrogen(VNS) reaction of the target compound was explored,and it could not go under the conditions applied by the authors. Furthermore,the thermal decomposition of this furoxan was studied with differential scanning calorimetry ( DSC), IR, and thermogravimetry/mass spectrum( TG/MS) ,and the related mechanism was proposed and analysed in detail. The initial step of decomposition is dissociation of N-O bond with coordination oxygen in furoxan ring.关键词
有机化学/合成/3,4-二(3',5'-二硝基苯-1'-基)氧化呋咱/亲核取代(VNS)反应/热分解机理Key words
organic chemistry/ synthesis/ 3,4-bis ( 3',5 '-dinitrobenzene-1′-yl ) furoxan/ vicarious nucleophilic substitution ( VNS )reaction/ thermal decomposition mechanism分类
军事科技引用本文复制引用
李亚南,张志忠,周彦水,王伯周,葛忠学..3,4-二(3',5'-二硝基苯-1'-基)氧化呋咱的合成及热分解机理[J].含能材料,2011,19(3):262-268,7.基金项目
国防科技工业基础产品创新计划科研专项(No.2371000415) （No.2371000415）
