1,4,6,9-Tetrabrom-diamantan | 32401-14-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: 1,4,6,9-Tetrabrom-diamantan
• 英文别名: 1,4,6,9-Tetrabromdiamantan；1,4,6,9-tetrabromopentacyclo[7.3.1.14,12.02,7.06,11]tetradecane
• CAS: 32401-14-2
• 化学式: C₁₄H₁₆Br₄
• 分子量: 503.897
• InChiKey: KLLODVWHRAOXCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,4,6,9-Tetrabrom-diamantan 在 silver fluoride 作用下， 以 环己烷 为溶剂， 反应 5.5h， 以96%的产率得到1,4,6,9-tetrafluorodiamantane
  参考文献：
  名称：

  氟化类金刚石的选择性制备[1]

  摘要：

  Abstractmagnified imageThe selective fluorination of diamantane, triamantane, [121]tetramantane, and [1(2,3)4]pentamantane bromides and alcohols was achieved by using the fluorinating agents silver fluoride (AgF) and diethylaminosulfur trifluoride (DAST). Various mono‐, di‐, tri‐ and even tetrafluorinated diamondoid derivatives were prepared and characterized. We were also able to prepare the amino fluoro and the fluoro alcohol derivatives of diamantane from the corresponding monoprotected diamondoid diols. These reactions can be carried out in a highly selective manner and proceed without isomerizations. The fluorinated, unequally disubstituted derivatives are valuable compounds for the exploration of electronic, pharmacological, and material properties of functionalized diamondoids.

  DOI：

  10.1002/adsc.200800787