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1-氯-1,1-二硝基-2-(N-氯脒基)乙烷的合成、表征和晶体结构
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周诚(1975-),男,副研究员,主要从事含能材料合成研究。e-mail: zhoucn@163.com

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Synthesis and Crystal Structure of 1-Chloro-1,1-dinitro-2-(N-chloroamidino)-ethane
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    摘要:

    采用高锰酸钾/盐酸体系氧化氨基的方法获得了1-氯-1,1-二硝基-2-(N-氯脒基)乙烷,收率为70%,用核磁、红外、质谱、元素分析等方法对该产物进行了结构表征。以二氯甲烷为溶剂制备出了其单晶,用X射线单晶衍射仪测定了晶体结构。结果表明,该化合物的分子式为C2H2Cl2N4O4,相对分子质量为216.98,该晶体为正交晶系,属Pbcn空间群,晶体学参数为: a=0.9940(17) nm,b=1.0628(19) nm,c=1.4487(3) nm,V=1.5304(5) nm3,Z=8,Dc=1.883 g·cm-3,F(000)=864,R1=0.0325,ωR2=0.0784。该化合物的熔点为90 ℃,起始分解温度为136.6 ℃,较1,1-二氨基-2,2-二硝基乙烯(FOX-7)有大幅度下降,表明其热稳定性较FOX-7差。

    Abstract:

    1,1-Diamino-2,2-dinitroethylene (FOX-7) was investigated in oxidation reactions. 1-Chloro-1,1-dinitro-2- (N-chloro-amidino)-ethane was obtained in a mixture of potassium permanganate and concentrated hydrochloric acid with the yield of 70%. The reactivity of electrophilic substitution reaction of FOX-7 was confirmed,and the reaction mechanism was investigated. The structure was identified by NMR,IR,MS and elemental analysis. The single crystal of 1-chloro-1,1-dinitro-2-(N-chloro- amidino)-ethane was cultivated from dichloromethane. The crystal structure was determined by a X-ray single crystal diffractometer. Results show that the empirical formula is C2H2Cl2N4O4 and the formula weigh is 216.98,the crystal is orthorhombic system,space group Pbcn with crystal parameters of a=0.9940(17) nm,b=1.0628(19) nm,c=1.4487(3) nm,V=1.5304(5) nm3,Z=8,Dc=1.883 g·cm-3,F(000)=864 ,R1=0.0325,ωR2=0.0784. The compound′s melting point is 90 ℃,decomposition temperature is 136.6 ℃,so,the thermal stability is short of FOX-7.

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周诚,周彦水,霍欢,等.1-氯-1,1-二硝基-2-(N-氯脒基)乙烷的合成、表征和晶体结构[J].含能材料, 2011, 19(3):243-246. DOI:10.3969/j. issn.1006-9941.2011.03.001.
ZHOU Cheng, ZHOU Yan-shui, HUO Huan, et al. Synthesis and Crystal Structure of 1-Chloro-1,1-dinitro-2-(N-chloroamidino)-ethane[J]. Chinese Journal of Energetic Materials, 2011, 19(3):243-246. DOI:10.3969/j. issn.1006-9941.2011.03.001.

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历史
  • 收稿日期: 2010-09-06
  • 最后修改日期: 2010-12-31
  • 录用日期: 2010-11-02
  • 在线发布日期: 2012-02-22
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