1,2,6,7,4,9-Tetraoxadiazaperhydroecine-4,9-dicarbaldehyde

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,2,6,7,4,9-Tetraoxadiazaperhydroecine-4,9-dicarbaldehyde
• 英文别名: Tetramethylene diperoxide diamine dialdehyde；TMDDD；1,2,6,7,4,9-Tetraoxadiazecane-4,9-dicarbaldehyde；1,2,6,7,4,9-tetraoxadiazecane-4,9-dicarbaldehyde
• 化学式: C₆H₁₀N₂O₆
• 分子量: 206.155
• InChiKey: NWZZSHCNRWOBQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  六亚甲基三过氧化二胺 在 氧气 作用下， 以 乙酸丁酯 为溶剂， 反应 1.0h， 以10%的产率得到1,2,6,7,4,9-Tetraoxadiazaperhydroecine-4,9-dicarbaldehyde
  参考文献：
  名称：

  氧化成四亚甲基二过氧化物二胺二醛（TMDDD）后，增强的电喷雾电离质谱法检测六亚甲基三氧化二胺（HMTD）

  摘要：

  六亚甲基三过氧化二胺（HMTD）是基于氧化物的炸药之一，很难使用标准分析方法进行检测。

  DOI：

  10.1002/rcm.7385

文献信息

• Density Functional Theory and X-ray Investigations of P- and M-Hexamethylene Triperoxide Diamine and Its Dialdehyde Derivative
  作者：Andrzej Wierzbicki、E. Alan Salter、Eugene A. Cioffi、Edwin D. Stevens

  DOI：10.1021/jp0123841

  日期：2001.9.1

  Recently, we carried out a density functional theory B3LYP/6-31 + G(d) study of hexamethylene triperoxide diamine (HMTD) in order to elucidate the unusual, nearly planar, spl hybridization of the two bridgehead nitrogen atoms, each bonded to the three CH2 groups. We postulated that extended bonding orbitals between peroxide oxygens results in charge delocalization which decreases lone-pair repulsion and compensates the energy loss due to the sp(3) to sp(2) hybridization change on the nitrogen atoms. We have reexamined the crystal structure of HMTD by performing low-temperature, single-crystal X-ray studies, and we have determined that the unit cell contains a 50-50 racemic mixture of enantiomeric forms of HMTD, showing disorder about the mirror plane. At the low temperature, all hydrogen atoms were located and resolved, which was not previously possible. We have also crystallized and performed low-temperature X-ray analysis of a never previously reported dialdehyde form of HMTD, tetramethylene diperoxide diamine dialdehyde (TMDDD), which reveals enantiomers present in the unit cell without disorder. B3LYP density functional theory studies of HMTD and TMDDD are presented. as well as a transition state investigation of possible thermal interconversion of the HMTD enantiomers.
• Enhanced electrospray ionization mass spectrometric detection of hexamethylene triperoxide diamine (HMTD) after oxidation to tetramethylene diperoxide diamine dialdehyde (TMDDD)
  作者：Tomasz Krawczyk

  DOI：10.1002/rcm.7385

  日期：2015.12.15

  Hexamethylene triperoxide diamine (HMTD) is one of the peroxide‐based explosives that are difficult to detect using standard analytical methodologies.

  六亚甲基三过氧化二胺（HMTD）是基于氧化物的炸药之一，很难使用标准分析方法进行检测。