supertriptycene | 127003-66-1

• 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: supertriptycene
• 英文别名: 5,6,11,12,13,18,19,24,25,26,35,40,41,46-tetradecahydro-35,40<1',2'>:41,46<1'',2''>-dibenzeno-5,26<1',2'>:6,11<1'',2''>:13,18<1''',2'''>:19,24<1'''',2''''>-tetrabenzeno-12,26<6',7'>-endo-penta-phenodinaphtho<2,3-a:2',3'-c>trinaphthylene
• CAS: 127003-66-1
• 化学式: C₁₀₄H₆₂
• 分子量: 1311.64
• InChiKey: KPVYCDYXCQKIFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.3
• 重原子数：
  104
• 可旋转键数：
  0
• 环数：
  36.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  在 溴 作用下， 以 四氯乙烯 为溶剂， 反应 4.0h， 以85%的产率得到supertriptycene
  参考文献：
  名称：

  Supertriptycene, C104H62

  摘要：

  DOI：

  10.1021/ja00165a080

文献信息

• Supertriptycene, C104H62
  作者：Khalil Shahlai、Harold Hart

  DOI：10.1021/ja00165a080

  日期：1990.4
• Synthesis of supertriptycene and two related iptycenes
  作者：Khalil Shahlai、Harold Hart

  DOI：10.1021/jo00024a037

  日期：1991.11

  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.