1,4-epoxy-1,4-dihydro-5,8-dioctylanthracene | 874537-28-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,4-epoxy-1,4-dihydro-5,8-dioctylanthracene
• 英文别名: 5,8-dioctyl-15-oxatetracyclo[10.2.1.02,11.04,9]pentadeca-2,4,6,8,10,13-hexaene
• CAS: 874537-28-7
• 化学式: C₃₀H₄₂O
• 分子量: 418.663
• InChiKey: ZRIQFDBLIMGHIN-UHFFFAOYSA-N

物化性质

• 熔点：
  71-73 °C
• 沸点：
  546.7±39.0 °C(Predicted)
• 密度：
  1.003±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,4-epoxy-1,4-dihydro-5,8-dioctylanthracene 、 2,3-dibromo-1,4-dimethoxyanthracene 以 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 三甲基氯硅烷 、 苯基锂 、 sodium iodide 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 3.0h， 生成 1,4-epoxy-1,4-dihydro-5,8-dioctylanthracene
  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