1,3-二硝基-2,4,6-三溴苯 | 51686-79-4

• 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: 1,3-二硝基-2,4,6-三溴苯
• 英文名称: 2,4,6-tribromo-1,3-dinitrobenzene
• 英文别名: 1,3-dinitro-2,4,6-tribromobenzene；1,3,5-tribromo-2,4-dinitro-benzene；1,3,5-Tribrom-2,4-dinitro-benzol；2,4,6-Tribrom-1,3-dinitro-benzol；1,3,5-tribromo-2,4-dinitrobenzene
• CAS: 51686-79-4
• 化学式: C₆HBr₃N₂O₄
• 分子量: 404.797
• InChiKey: XFVVPWNDDKXOKG-UHFFFAOYSA-N

物化性质

• 熔点：
  192 °C
• 沸点：
  283.0±35.0 °C(Predicted)
• 密度：
  2.503±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-二硝基-2,4,6-三溴苯 在 盐酸 、 tin 作用下， 生成 间苯二胺
  参考文献：
  名称：

  Jackson; Calvert, American Chemical Journal, 1896, vol. 18, p. 470

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2,3-tribromobenzene 在 硝酸 作用下， 生成 1,3-二硝基-2,4,6-三溴苯
  参考文献：
  名称：

  Jackson; Koch, American Chemical Journal, 1899, vol. 21, p. 519

  摘要：

  DOI：

文献信息

• Studies on phenothiazines. Part 7. Synthesis of 3-substituted 2-aminobenzenethiols and their conversion into phenothiazines
  作者：R. R. Gupta、K. G. Ojha、M. Kumar

  DOI：10.1002/jhet.5570170638

  日期：1980.9

  Synthesis of substituted 1-nitrophenothiazines is reported by the Smiles rearrangement in situ, which involves condensation of 3-chloro or methyl-2-aminobenzenethiol with o-halonitrobenzenes (2,4,6-trinitochloro-benzene, 1,4-dichloro-2,6-dinitrobenzene, 2,4,6-tribromo-1,3-dinitrobenzene) in the presence of ethanolic sodium hydroxide. Ir and mass spectral studies are included.

  现场报道了Smiles重排反应，报道了取代的1-硝基吩噻嗪的合成，该反应涉及3-氯或甲基-2-氨基苯硫醇与邻卤代硝基苯（2,4,6-三苯甲基氯苯，1,4-二氯-2的缩合反应）的合成。1,6-二硝基苯，2,4,6-三溴-1,3-二硝基苯）在乙醇氢氧化钠的存在下。Ir和质谱研究也包括在内。
• BENZOTRIIMIDAZOLE MATERIALS
  申请人：THE US GOVERNMENT AS REPRESENTED BY THE SECRETARY OF THE ARMY-U.S. ARMY RESEARCH LABORATORY

  公开号：US20170047525A1

  公开（公告）日：2017-02-16

  Provided herein is an aromatic benzotriimizole compound of Formula I: wherein, R 1 is independently H, alkyl or aryl, wherein alkyl and the substitutions of aryl can include alkyl substituted with a reactive moiety; and R 2 is independently alkyl, aryl, chloro, fluoro, bromo or cyano.

  本文提供的是化学式I的芳香族苯并三唑化合物：其中，R1独立地为H、烷基或芳基，其中烷基和芳基的取代基可以包括取代有反应性基团的烷基；而R2独立地为烷基、芳基、氯、氟、溴或氰基。
• Synthesis of fluorophenothiazines via Smiles rearrangement and their conversion into sulfones
  作者：Neerja Sharma、Rajni Gupta、Mahendra Kumar、R.R Gupta

  DOI：10.1016/s0022-1139(99)00098-6

  日期：1999.9

  The synthesis of 3-fluoro-1-methylphenothiazines and 7-fluoro-9-methylnitrophenothiazines is reported. 3-Fluoro-1-methylphenothiazines have been prepared by Smiles rearrangement of 5-fluoro-3-methyl-2-formamido-2-nitrodiphenyl sulfides in alcoholic potassium hydroxide solution. The formyl derivatives were prepared by the formylation of resultant diphenyl sulfides obtained by the condensation of 2-

  据报道3-氟-1-甲基吩噻嗪和7-氟-9-甲基硝基吩噻嗪的合成。3-氟-1-甲基吩噻嗪是通过将5-氟-3-甲基-2-甲酰胺基-2-硝基二苯硫醚在氢氧化钾醇溶液中进行Smiles重排而制备的。甲酰基衍生物是通过将2-氨基-5-氟-3-甲基苯硫醇与邻卤代硝基苯在乙酸钠乙醇溶液中缩合制得的所得二苯硫醚甲酰化而制得的。通过2-氨基-5-氟-3-甲基苯硫醇与邻氨基的缩合反应制得7-氟-9-甲基硝基吩噻嗪在原位发生Smiles重排的乙醇氢氧化钠溶液中，在与反应性卤原子相对的两个邻位上都含有硝基或一个硝基和卤原子的-卤代硝基苯。氟化砜是通过在冰醋酸中用30％过氧化氢氧化氟化吩噻嗪而合成的。
• Koerner, Gazzetta Chimica Italiana, 1874, vol. 4, p. 341
  作者：Koerner

  DOI：——

  日期：——
• 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.