1,3,5-tribromo-2,6-bis(propylthio)benzene

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,3,5-tribromo-2,6-bis(propylthio)benzene
• 英文别名: 1,3,5-Tribromo-2,4-bis(propylsulfanyl)benzene
• 化学式: C₁₂H₁₅Br₃S₂
• 分子量: 463.095
• InChiKey: VJABUYSOYHPAQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4,6-三溴苯-1,3-二胺 在 sodium hydroxide 、 亚硝酸特丁酯 、 三氟化硼乙醚 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 0.34h， 生成 1,3,5-tribromo-2,6-bis(propylthio)benzene
  参考文献：
  名称：

  Synthesis of Polyfunctionalized Biphenyls as Intermediates for a New Class of Liquid Crystals

  摘要：

  A series of hexa- and octasubstituted biphenyls containing halogen, amino, nitro, and propylthio substituents were prepared by metal-mediated convergent synthesis from halobenzene precursors. The Pd-assisted C-C coupling methods were ineffective in the formation of the Ar-Ar bond except for the synthesis of 1b. All tetra-ortho-substituted biphenyls were prepared via Ullmann coupling reactions. The halogens were introduced after formation of the biphenyl by utilizing the directing properties of the amino group(s). In the case of 3b, a polyhalogenated benzene substrate was used for biphenyl formation via Ullmann coupling.

  DOI：

  10.1021/jo030212p

文献信息

• Synthesis and thiolation of 1,3-difluoro-2,4,6-trihaloanilines and benzenes
  作者：Jason T Manka、Piotr Kaszynski

  DOI：10.1016/s0022-1139(03)00172-6

  日期：2003.11

  Three pentahaloanilines were prepared by stepwise halogenation of 3,5-difluoroaniline and were deaminated to form pentahalobenzenes. Alternatively, two pentahalobenzenes were obtained by lithiation followed by iodination of 1,3-difluoro-4,6-dihalobenzenes. Alkylthiolation reactions of pentahaloanilines and benzenes in Me2SO were investigated.

  通过逐步卤化3,5-二氟苯胺制备三种五卤代苯胺，并将其脱氨基形成五卤代苯。或者，通过锂化然后将1，3-二氟-4，6-二卤代苯碘化而获得两个五卤代苯。研究了Me 2 SO中五卤代苯胺和苯的烷基硫醇化反应。