6,23-Dimethoxyhexacyclo[16.8.0.02,11.03,8.012,17.021,26]hexacosa-1,3(8),4,6,9,11,13,15,17,19,21(26),22,24-tridecaene-14,15-dicarbonitrile | 496924-96-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 6,23-Dimethoxyhexacyclo[16.8.0.02,11.03,8.012,17.021,26]hexacosa-1,3(8),4,6,9,11,13,15,17,19,21(26),22,24-tridecaene-14,15-dicarbonitrile
• CAS: 496924-96-0
• 化学式: C₃₀H₁₈N₂O₂
• 分子量: 438.485
• InChiKey: MENPZCMBOUYEEM-UHFFFAOYSA-N

物化性质

• 熔点：
  286 °C (decomp)
• 沸点：
  777.5±60.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  34
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  66
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,23-Dimethoxyhexacyclo[16.8.0.02,11.03,8.012,17.021,26]hexacosa-1,3(8),4,6,9,11,13,15,17,19,21(26),22,24-tridecaene-14,15-dicarbonitrile 在 吡啶盐酸盐 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 6,23-Didodecoxyhexacyclo[16.8.0.02,11.03,8.012,17.021,26]hexacosa-1,3(8),4,6,9,11,13,15,17,19,21(26),22,24-tridecaene-14,15-dicarbonitrile
  参考文献：
  名称：

  [5]Helicene-Fused Phthalocyanine Derivatives. New Members of the Phthalocyanine Family

  摘要：

  An efficient synthetic route to fuse [5]helicene moieties around the plithalocyanine core is reported. The helicene moiety was constructed by the Diels-Alder reaction of 3,4,3',4'-tetrahydro-1,1'-dinaphthyI and dibromobenzyne. Subsequent cyanation, oxidation, O-alkylation, and cyclic tetramerization resulted in octaalkoxy plithalocyanine derivatives which showed high solubility in common organic solvents and displayed strong absorption in the near-IR region.

  DOI：

  10.1021/jo026413v
• 作为产物：
  描述：

  6,23-Dimethoxyhexacyclo[16.8.0.02,11.03,8.012,17.021,26]hexacosa-1,3(8),4,6,12(17),13,15,21(26),22,24-decaene-14,15-dicarbonitrile 在 N-溴代丁二酰亚胺(NBS) 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 xylene 为溶剂， 反应 25.0h， 生成 6,23-Dimethoxyhexacyclo[16.8.0.02,11.03,8.012,17.021,26]hexacosa-1,3(8),4,6,9,11,13,15,17,19,21(26),22,24-tridecaene-14,15-dicarbonitrile
  参考文献：
  名称：

  [5]Helicene-Fused Phthalocyanine Derivatives. New Members of the Phthalocyanine Family

  摘要：

  An efficient synthetic route to fuse [5]helicene moieties around the plithalocyanine core is reported. The helicene moiety was constructed by the Diels-Alder reaction of 3,4,3',4'-tetrahydro-1,1'-dinaphthyI and dibromobenzyne. Subsequent cyanation, oxidation, O-alkylation, and cyclic tetramerization resulted in octaalkoxy plithalocyanine derivatives which showed high solubility in common organic solvents and displayed strong absorption in the near-IR region.

  DOI：

  10.1021/jo026413v

文献信息

• [5]Helicene-Fused Phthalocyanine Derivatives. New Members of the Phthalocyanine Family
  作者：Thanasat Sooksimuang、Braja K. Mandal

  DOI：10.1021/jo026413v

  日期：2003.1.1

  An efficient synthetic route to fuse [5]helicene moieties around the plithalocyanine core is reported. The helicene moiety was constructed by the Diels-Alder reaction of 3,4,3',4'-tetrahydro-1,1'-dinaphthyI and dibromobenzyne. Subsequent cyanation, oxidation, O-alkylation, and cyclic tetramerization resulted in octaalkoxy plithalocyanine derivatives which showed high solubility in common organic solvents and displayed strong absorption in the near-IR region.