| 127003-68-3

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• CAS: 127003-68-3
• 化学式: C₇₀H₄₈O₂
• 分子量: 921.15
• InChiKey: DYSPWCJPYHJAPD-LNNGAAGDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.85
• 重原子数：
  72.0
• 可旋转键数：
  0.0
• 环数：
  23.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 24.0h， 以93%的产率得到nonadecacyclo[38.6.6.64,11.617,24.627,34.02,39.03,12.05,10.013,38.015,36.016,25.018,23.026,35.028,33.041,46.047,52.053,58.059,64.065,70]heptaconta-2,5,7,9,12,15,18,20,22,25,28,30,32,35,38,41,43,45,47,49,51,53,55,57,59,61,63,65,67,69-triacontaene-14,37-dione
  参考文献：
  名称：

  Synthesis of supertriptycene and two related iptycenes

  摘要：

  A 10-step 23-30% overall yield synthesis of supertriptycene (2) from vinyl chloride 5 is described. Anthracene 3 is the key intermediate, prepared from 5 in six steps and 41-53% yield (Scheme II). trans-1,2-Dichloroethene adds to 3 to give adduct 22 (94%), which is then converted to 2 in three steps and 70% yield (Scheme IV). A key step in the latter sequence is the remarkable cycloaddition of unactivated alkene 26 to hindered diene 4 in excellent yield. Supertriptycene (2), C104H62, shows only seven peaks in its H-1 NMR spectrum and 12 peaks in its C-13 NMR spectrum, consistent with its D3h symmetry. The hydrocarbon is stable to well over 500-degrees-C. Anthracene 3 was also converted to undecaiptycene 12 and to tridecaiptycene 16; the latter was also independently synthesized in two steps from alkene 26 and diene 28.

  DOI：

  10.1021/jo00024a037
• 作为产物：
  描述：

  1,4,1',4'-tetrahydro-1,4:1',4'-di-o-benzeno-2,2'-binaphthyl 、 对苯醌 以 xylene 为溶剂， 反应 16.0h， 以72%的产率得到
  参考文献：
  名称：

  Synthesis of supertriptycene and two related iptycenes

  摘要：

  A 10-step 23-30% overall yield synthesis of supertriptycene (2) from vinyl chloride 5 is described. Anthracene 3 is the key intermediate, prepared from 5 in six steps and 41-53% yield (Scheme II). trans-1,2-Dichloroethene adds to 3 to give adduct 22 (94%), which is then converted to 2 in three steps and 70% yield (Scheme IV). A key step in the latter sequence is the remarkable cycloaddition of unactivated alkene 26 to hindered diene 4 in excellent yield. Supertriptycene (2), C104H62, shows only seven peaks in its H-1 NMR spectrum and 12 peaks in its C-13 NMR spectrum, consistent with its D3h symmetry. The hydrocarbon is stable to well over 500-degrees-C. Anthracene 3 was also converted to undecaiptycene 12 and to tridecaiptycene 16; the latter was also independently synthesized in two steps from alkene 26 and diene 28.

  DOI：

  10.1021/jo00024a037