4-tert-Butyl-[2,2']bi[tricyclo[3.2.1.0^2,4]octyl] | 143668-28-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-tert-Butyl-[2,2']bi[tricyclo[3.2.1.0^2,4]octyl]
• 英文别名: 2-tert-butyl-4-(2-tricyclo[3.2.1.02,4]octanyl)tricyclo[3.2.1.02,4]octane
• CAS: 143668-28-4
• 化学式: C₂₀H₃₀
• 分子量: 270.458
• InChiKey: NTSHIONDJZVHAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  6.0
• 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

• 作为产物：
  描述：

  叔丁基锂 、 (1S,2S,4R,5R)-2,4-dibromotricyclo[3.2.1.02,4]octane 在 17 13 作用下， 生成 4-tert-Butyl-[2,2']bi[tricyclo[3.2.1.0^2,4]octyl]
  参考文献：
  名称：

  Synthesis and chemistry of some tricyclic cyclopropenes. 3. Tricyclo[3.2.1.02,4]oct-2(4)-ene

  摘要：

  The title compound cyclopropene 2 has been synthesized in situ from dibromide 8 and diiodide 9 via dehalogenation of tert-butyllithium in THF at -78-degrees-C. The dihalides were formed in six steps starting with cyclopentadiene and (chloromethyl)maleic anhydride. In the presence of diphenylisobenzofuran (DPIBF) 2 forms a Diels-Alder adduct, most probably 10. Cyclopropene 2 and a previously synthesized cyclopropene 1 were decomposed under these same conditions, only without DPIBF present, to give complex mixtures of products, some of which were characterized as tert-butyl adducts and dimers via the ene reaction of the cyclopropenes.

  DOI：

  10.1021/jo00048a032