1,5-二乙酰基八氢-3,7-二硝基-1,3,5,7-四氮杂环辛四烯 | 50850-26-5

• 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
• 中文名称: 1,5-二乙酰基八氢-3,7-二硝基-1,3,5,7-四氮杂环辛四烯
• 中文别名: 2,6-壬二烯-1-胺,2-甲基-
• 英文名称: 1,5-diacetyl-3,7-dinitro-1,3,5,7-tetraazacyclooctane
• 英文别名: octahydro-1,5-diacetyl-3,7-dinitro-1,3,5,7-tetrazocine；1,5-Diacetyloctahydro-3,7-dinitro-1,3,5,7-tetrazocine；1-(5-acetyl-3,7-dinitro-1,3,5,7-tetrazocan-1-yl)ethanone
• CAS: 50850-26-5
• 化学式: C₈H₁₄N₆O₆
• 分子量: 290.236
• InChiKey: KFZNAQUHJDVURZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  139
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1,5-二乙酰基八氢-3,7-二硝基-1,3,5,7-四氮杂环辛四烯 在 硝酸 作用下， 反应 1.0h， 以90%的产率得到环四亚甲基四硝基胺
  参考文献：
  名称：

  Silica Sulfuric Acid/HNO₃as a Novel Heterogeneous System for the Nitrolysis of DADN to HMX under Mild Conditions

  摘要：

  1,5-二乙酰基-3,7-二硝基-1,3,5,7-四氮杂环辛烷 (DADN) 是制备八氢-1,3,5,7-四硝基-1,3,5、 7-四佐辛（HMX），威力最强的高熔点炸药之一。目前的研究重点是通过开发一种新的硝解工艺，使用硅硫酸 (SSA) 催化的硝酸，将 DADN 硝解为 HMX。为了优化HMX合成工艺参数以获得更高的产率和纯度，通过改变时间、SSA与硝酸的摩尔比等参数条件进行了研究。该方法为硝化反应提供了绿色、温和的条件。

  DOI：

  10.5012/bkcs.2012.33.11.3551
• 作为产物：
  描述：

  3,7-二乙酰基-1,3,5,7-四氮杂二环[3.3.1]壬烷 在 硝酸 作用下， 反应 0.17h， 生成 1,5-二乙酰基八氢-3,7-二硝基-1,3,5,7-四氮杂环辛四烯
  参考文献：
  名称：

  六亚甲基四胺和3,7-二乙酰基-1,3,5,7-四氮杂双环[3.3.1]壬烷硝化机理的15 N研究

  摘要：

  报道了对六甲基四氢呋喃（1）及其某些衍生物进行硝化的机理研究，并将其与乙酰化反应进行了比较。使用[ 15 N 4 ]-和[ 14 N 4的混合物，与硝酸进行硝化反应质谱测定产物中的[-]-化合物和氮同位素的目的地。结果表明，在硝化（1）中得到3,7-二硝基-1,3,5,7-四氮杂双环[3.3.1]壬烷（DPT）发生了广泛的环裂解，得到了包含单个氨基氮片段的物质。但是将3,7-二乙酰基1,3,5,7-四氮杂双环（3.3.1）壬烷（DAPT）硝化为1,5-二乙酰基-3,7-二硝基-1,3,5,7-四氮杂环辛烷（DADN）涉及亚甲基桥的选择性裂解，报道了通过DPT的乙酰化合成DADN。

  DOI：

  10.1016/s0040-4020(01)86730-2

文献信息

• Identifying urotropine derivatives as co-donors of formaldehyde and nitric oxide for improving antitumor therapy
  作者：Yu Zhang、Shujun Feng、Xia Meng、Jun Luo、Yurui Xu、Xinghai Ning

  DOI：10.1039/d1cc02177j

  日期：——

  The first co-donor of formaldehyde and nitric oxide (FANO) was synthesized via pharmacophore integration strategy, which simultaneously generated NO and formaldehyde on-demand, resulting in synergistic anticancer effects both in vitro and in vivo.

  第一个甲醛和一氧化氮（FANO）的共供体是通过药效团整合策略合成的，该策略同时在需求时产生一氧化氮和甲醛，导致体外和体内产生协同的抗癌效果。
• Crystallization of beta HMX
  申请人：Morton Thiokol, Inc.

  公开号：US04785094A1

  公开（公告）日：1988-11-15

  Method of directly precipitating substantially pure beta HMX from a substantially anhydrous nitric acid solution without forming and recrystallizing polymorphic HMX. HMX dissolved in a solvent consisting essentially of anhydrous nitric acid is added to water which is seeded with crystals of beta HMX to substantially completely precipitate all the HMX from solution as beta HMX without forming crystals of the other polymorphic forms of HMX. A preferred reaction and apparatus for preparing HMX in anhydrous nitric acid is also disclosed.

  直接从基本无水硝酸溶液中沉淀几乎纯的β型HMX的方法，而不形成和重结晶多晶型HMX。将HMX溶解在基本上是无水硝酸的溶剂中，加入种子晶体的β型HMX的水，以几乎完全沉淀所有HMX从溶液中作为β型HMX，而不形成其他多晶型HMX的晶体。还公开了一种在无水硝酸中制备HMX的首选反应和装置。
• Aristoff et al., Canadian Journal of Research, Section B: Chemical Sciences, 1949, vol. 27, p. 520,537
  作者：Aristoff et al.

  DOI：——

  日期：——
• Deuterium isotope effects in condensed-phase thermochemical decomposition reactions of octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine
  作者：S. A. Shackelford、M. B. Coolidge、B. B. Goshgarian、B. A. Loving、R. N. Rogers、J. L. Janney、M. H. Ebinger

  DOI：10.1021/j100260a034

  日期：1985.7
• A Distributed Activation Energy Model of Thermodynamically Inhibited Nucleation and Growth Reactions and Its Application to the β−δ Phase Transition of HMX
  作者：Alan K. Burnham、Randall K. Weese、Brandon L. Weeks

  DOI：10.1021/jp0483167

  日期：2004.12.1

  Detailed and global models are presented for thermodynamically inhibited nucleation-growth reactions and applied to the beta-delta phase transition of HMX (nitramine octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine). The detailed model contains separate kinetic parameters for the nucleation process, including an activation energy distribution resulting from a distribution of defect energies, and for movement of the resulting reaction interface within a single particle. A thermodynamic inhibition term is added to both processes so that the rates go to zero at the transition temperature. The global model adds the thermodynamic inhibition term to the extended Prout-Tompkins nucleation-growth formalism for single particles or powders. Model parameters are calibrated from differential scanning calorimetry data. The activation energy for nucleation (333 kJ/mol) is substantially higher than that for growth (29.3 kJ/mol). Use of a small activation energy distribution (similar to400 J/mol) for the defects improves the fit to a powered sample for both the early and late stages of the transition. The effective overall activation energy for the global model (208.8 kJ/mol) is between that of nucleation and growth. Comparison of the two models with experiment indicates the thermodynamic inhibition term is more important than the energy distribution feature for this transition. On the basis of the applicability of the Prout-Tompkins kinetics approach to a wide range of organic and inorganic materials, both models should have equally broad applicability for thermodynamically constrained reactions.