2,3-dibromo-5,8-dioctylnaphthalene | 874537-27-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,3-dibromo-5,8-dioctylnaphthalene
• 英文别名: 6,7-dibromo-1,4-dioctylnaphthalene
• CAS: 874537-27-6
• 化学式: C₂₆H₃₈Br₂
• 分子量: 510.396
• InChiKey: QBULNVKGTHBMJK-UHFFFAOYSA-N

物化性质

• 熔点：
  49-51 °C(Solv: tetrahydrofuran (109-99-9); methanol (67-56-1))
• 沸点：
  539.5±45.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.17
• 重原子数：
  28.0
• 可旋转键数：
  14.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  2,3-dibromo-5,8-dioctylnaphthalene 在 苯基锂 作用下， 以 四氢呋喃 、 萘烷 为溶剂， 反应 96.0h， 生成 syn/anti-[exo-5,14-(1',2'-benzeno)-2,3-dibromo-6,13-epoxy-5,5a,6,13,13a,14-hexahydro-1,4-dimethoxy-8,11-dioctylpentacene]
  参考文献：
  名称：

  Perpendicular Organization of Macromolecules:  Synthesis and Alignment Studies of a Soluble Poly(iptycene)

  摘要：

  We describe herein a polymeric material that prefers to align perpendicular to a stretch-aligned polymer host in the solid state. Poly(iptycene) poly-1 was synthesized from monomer 1 under hyperbaric techniques via a Diels-Alder polymerization. Polarized excitation spectra of the anthracene end groups in this material in a stretch-aligned, solution-cast poly(vinyl chloride) (PVC) film showed that the poly(iptycene) prefers to align normal (counter aspect ratio) to the stretching direction of the PVC. This is explained by a "threading" mechanism, whereby the PVC intercalates through the internal free volume presented by poly-1, similar to effects observed in small molecule iptycenes under similar conditions.

  DOI：

  10.1021/ja056241u
• 作为产物：
  描述：

  1,4-epoxy-1,4-dihydro-6,7-dibromo-1,4-dioctylnaphthalene 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以88%的产率得到2,3-dibromo-5,8-dioctylnaphthalene
  参考文献：
  名称：

  Syntheses of Soluble, π-Stacking Tetracene Derivatives

  摘要：

  The syntheses of a series of fluorine- and alkyl/alkoxy-functionalized tetracenes are reported. These functional groups are found to improve the solubility in common organic solvents and tune molecular arrangement in solids. The crystal packing, electrochemical behavior, and UV-vis absorbance spectroscopy of these materials are discussed.

  DOI：

  10.1021/ol0526468