4,6-dichloro-5,7-dinitrobenzofuroxan | 930092-48-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 4,6-dichloro-5,7-dinitrobenzofuroxan
• 英文别名: 5,7-dichloro-4,6-dinitro-3-oxido-2,1,3-benzoxadiazol-3-ium
• CAS: 930092-48-1
• 化学式: C₆Cl₂N₄O₆
• 分子量: 294.995
• InChiKey: KNJARVGWTLXCHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  143
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4,6-dichloro-5,7-dinitrobenzofuroxan 、 二苄胺 以 乙醚 、 乙醇 为溶剂， 反应 336.0h， 以67%的产率得到4,6-bis(dibenzylamino)-5,7-dinitro-2,1,3-benzoxadiazole 1-oxide
  参考文献：
  名称：

  Synthesis, structure, and antibacterial activity of aminobenzofuroxan and aminobenzofurazan

  摘要：

  The amination of 4,6-dichloro-5,7-dinitrobenzofuroxan and 4,6-dichloro-5,7-dinitrobenzofurazan with dibenzylamine followed the aromatic nucleophilic substitution pattern (SNAr) and gave products of replacement of both chlorine atoms in the six-membered ring with elimination of hydrogen chloride. Regardless of the reactant ratio, 4,6-dichloro-5,7-dinitrobenzofuroxan was converted into 4,6-bis(dibenzylamino)-5,7-dinitrobenzofuroxan, whereas 4,6-dichloro-5,7-dinitrobenzofurazan under analogous conditions gave rise to unusual bisammonium derivative which lost proton from the amino group on C-4 and benzyl group from the amino group on C-6; as a result, the corresponding diamine with secondary and tertiary nitrogen atoms was obtained. The structure of the isolated compounds was determined by IR and NMR spectroscopy, elemental analysis, and X-ray analysis; their thermal stability was studied by simultaneous thermogravimetry and differential scanning calorimetry.

  DOI：

  10.1134/s1070428013040167
• 作为产物：
  描述：

  1-Azido-3,5-dichloro-2,4,6-trinitro-benzene 在 溶剂黄146 、 三氯乙酸 作用下， 以 氯仿 为溶剂， 生成 5,7-dichloro-4,6-dinitrobenzofuroxan 、 4,6-dichloro-5,7-dinitrobenzofuroxan
  参考文献：
  名称：

  Synthesis, Molecular, and Crystal Structure of 4,6-Dinitro-5,7-dichloro-2,1,3-oxadiazole-1-oxide

  摘要：

  DOI：

  10.1134/s1070363222120015

文献信息

• Reactions of 5,7-Dichloro-4,6-dinitrobenzofuroxane and -furazane with Triphenylphosphine
  作者：I. V. Galkina、E. V. Tudrii、E. A. Berdnikov、L. M. Yusupova、F. S. Levinson、D. B. Krivolapov、I. A. Litvinov、R. A. Cherkasov、V. I. Galkin

  DOI：10.1134/s1070428012050156

  日期：2012.5

  Reactions of 5,7-dichloro-4,6-dinitrobenzofuroxane and 5,7-dichloro-4,6-dinitrobenzofurazane with triphenylphosphine proceed through a nucleophilic aromatic substitution of chlorine and nitro groups in the sixmembered ring of the heterocycles. The structure of the phosphorylation products was established from the IR, 31P NMR, and mass spectra and from XRD and elemental analysis. Schemes of the routes

  5，7-二氯-4，6-二硝基苯并呋喃烷和5，7-二氯-4，6-二硝基苯并呋喃烷与三苯基膦的反应是通过杂环六元环中氯和硝基的亲核芳族取代进行的。磷酸化产物的结构由IR，31 P NMR和质谱以及XRD和元素分析确定。讨论了磷酸化途径的方案。
• Reaction of dichloronitrobenzofuroxanes with amines and their derivatives
  作者：E. A. Chugunova、E. M. Kasymova、A. R. Burilov、D. B. Krivolapov、L. M. Yusupova、M. A. Pudovik

  DOI：10.1134/s1070363209100211

  日期：2009.10

  Reactions of 4,6-dichloro-5,7-dinitrobenzofuroxane and 4,6-dichloro-5-nitrobenzofuroxane with some aliphatic amines were studied. In the reaction of 4,6-dichloro-5,7-dinitrobenzofuroxane with 2,2-dimetoxyethylmethylamine the monosubstituted product was formed for the first time. In the reactions of 4,6-dichloro-5-nitrobenzofuroxane with amines substitution only of one chlorine atom takes place.