5-甲基-2,4,6-三硝基苯-1,3-二胺 | 73334-04-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-甲基-2,4,6-三硝基苯-1,3-二胺
• 英文名称: 3,5-Diamino-2,4,6-trinitrotoluene
• 英文别名: 5-methyl-2,4,6-trinitro-m-phenylenediamine；5-Methyl-2,4,6-trinitro-m-phenylendiamin；2.4.6-Trinitro-3.5-diamino-toluol；2,4,6-Trinitro-3,5-diamino-toluol；5-Methyl-2,4,6-trinitrobenzene-1,3-diamine
• CAS: 73334-04-0
• 化学式: C₇H₇N₅O₆
• 分子量: 257.162
• InChiKey: OTELIXNZLXZIOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  190
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5-甲基-2,4,6-三硝基苯-1,3-二胺 在 硫酸 、 双氧水 作用下， 反应 20.0h， 生成 2,3,4,5,6-pentanitrotoluene
  参考文献：
  名称：

  Synthesis of polynitro compounds. Peroxydisulfuric acid oxidation of polynitroarylamines to polynitro aromatics

  摘要：

  DOI：

  10.1021/jo01300a015
• 作为产物：
  描述：

  2,3,4,5,6-pentanitrotoluene 在 ammonia dioxane 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以74%的产率得到5-甲基-2,4,6-三硝基苯-1,3-二胺
  参考文献：
  名称：

  Synthesis of polynitro compounds. Hexasubstituted benzenes

  摘要：

  DOI：

  10.1021/jo00367a003

文献信息

• Improved Synthesis of 3,5-Diamino-2,4,6-trinitrotoluene
  作者：Alan P. Marchand、G. Madhusudhan Reddy

  DOI：10.1055/s-1992-26082

  日期：——

  A three step, efficient synthesis is described that provides the title compound in 58% overall yield from orcinol (3,5-dihydroxytoluene) monohydrate.

  描述了一种三步高效合成方法，从单水合的草地菊苣醇（3,5-二羟基甲苯）中以58%的总产率获得目标化合物。
• METHODS OF PRODUCING 1,3,5-TRIAMINO-2,4,6-TRINITROBENZENE
  申请人：Velarde Stephen P.

  公开号：US20110172463A1

  公开（公告）日：2011-07-14

  Methods of producing TATB are disclosed. The method comprises providing acid wet TNPG and distilling water from the acid wet TNPG. The TNPG is reacted with an alkoxylating agent to form a solution of 1,3,5-trialkoxy-2,4,6-trinitrobenzene solution, which is reacted with an aminating agent. An alternate method comprises nitrating phloroglucinol in a first vessel to produce TNPG, which is reacted with an alkoxylating agent in a second vessel to form a solution comprising 1,3,5-trialkoxy-2,4,6-trinitrobenzene and at least one of at least one volatile byproduct and at least one nonvolatile byproduct. The at least one of at least one volatile byproduct and at least one nonvolatile byproduct is removed in situ. The 1,3,5-trialkoxy-2,4,6-trinitrobenzene is reacted with an aminating agent.

  公开了制备TATB的方法。该方法包括提供酸湿的TNPG并从酸湿的TNPG中蒸馏水。将TNPG与烷氧基化剂反应，形成1,3,5-三烷氧基-2,4,6-三硝基苯溶液，然后与氨基化剂反应。另一种方法包括在第一个容器中硝化间苯三酚以产生TNPG，然后在第二个容器中将TNPG与烷氧基化剂反应，形成包含1,3,5-三烷氧基-2,4,6-三硝基苯和至少一种挥发性副产物和/或至少一种非挥发性副产物的溶液。在原位去除至少一种挥发性副产物和/或至少一种非挥发性副产物。然后将1,3,5-三烷氧基-2,4,6-三硝基苯与氨基化剂反应。
• Thermal Stability Studies on a Homologous Series of Nitroarenes
  作者：Jimmie C. Oxley、James L. Smith、Hong Ye、Robert L. McKenney、Paul R. Bolduc

  DOI：10.1021/j100023a043

  日期：1995.6

  The thermal stabilities of a number of nitroarenes were examined in solution and in condensed phase. In general, increasing the number of nitro groups decreased thermal stability. Changing the substituent on 1-X-2,4,6-trinitrobenzene from X = H to NH2 to CH3 to OH accelerated decomposition; this effect was attributed to increased ease of intramolecular proton transfer to an ortho nitro group, thus weakening the carbon-nitrogen bond. In solution, the effect of increasing substitution from n = 1 to n = 3 on X(n)(NO2)(3)C6H3-n was uniformly that of decreasing the thermal stability of the species. However, in condensed phase, results suggested that crystal habit may be more important than molecular structure; for X = Br, CH3, and NH2, the more substituted species was the more stable.
• Palmer, Chemische Berichte, 1888, vol. 21, p. 3501
  作者：Palmer

  DOI：——

  日期：——
• NIELSEN A. T.; ATKINS R. L.; NORRIS W. P.; COON C. L.; SITZMANN M. E., J. ORG. CHEM., 1980, 45, NO 12, 2341-2347
  作者：NIELSEN A. T.、 ATKINS R. L.、 NORRIS W. P.、 COON C. L.、 SITZMANN M. E.

  DOI：——

  日期：——