1-iodo-2-(trimethylsilyl)cubane | 170115-69-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: 1-iodo-2-(trimethylsilyl)cubane
• 英文别名: (2-iodocuban-1-yl)-trimethylsilane
• CAS: 170115-69-2
• 化学式: C₁₁H₁₅ISi
• 分子量: 302.23
• InChiKey: KJVPHWXGPMPLPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.0
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  9,10-dihydro-11,12-dimethylene-9,10-ethanoanthracene 、 1-iodo-2-(trimethylsilyl)cubane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 Decacyclo[12.6.6.02,13.04,7.04,11.05,10.06,9.08,11.015,20.021,26]hexacosa-2(13),15,17,19,21,23,25-heptaene
  参考文献：
  名称：

  Dimerization of Cubene. 1-Iodoadamantane as a Probe for Radical Intermediates

  摘要：

  Fluoride ion induced elimination from 1-bromo- and 1-iodo-2-(trimethyisilyl)cubanes is shown to produce cubene (1) in excellent yield and at high enough concentration for its dimerization to propellane 16. This highly strained compound is unstable; the ultimate reaction pro ducts are characterized as the isomeric bis(tricyclo[4.2.0.0(2,5)]-octa-3,7-diene-3,8-diyl)s 11a,b. These are believed to form via a set of radical ring openings of 16. 1-Iodoadamantane is introduced as an iodine atom donor useful for probing the intermediacy of radicals in the chemistry of highly reactive, strained ring systems such as 16.

  DOI：

  10.1021/ja00134a009
• 作为产物：
  描述：

  2-(trimethylsilyl)cubanecarboxylic acid chloride 在 4-二甲氨基吡啶 、 2-碘-1,1,1-三氟乙烷 、 2-mercaptopyridine-1-oxide sodium salt 作用下， 以 苯 为溶剂， 反应 1.0h， 生成 1-iodo-2-(trimethylsilyl)cubane
  参考文献：
  名称：

  Dimerization of Cubene. 1-Iodoadamantane as a Probe for Radical Intermediates

  摘要：

  Fluoride ion induced elimination from 1-bromo- and 1-iodo-2-(trimethyisilyl)cubanes is shown to produce cubene (1) in excellent yield and at high enough concentration for its dimerization to propellane 16. This highly strained compound is unstable; the ultimate reaction pro ducts are characterized as the isomeric bis(tricyclo[4.2.0.0(2,5)]-octa-3,7-diene-3,8-diyl)s 11a,b. These are believed to form via a set of radical ring openings of 16. 1-Iodoadamantane is introduced as an iodine atom donor useful for probing the intermediacy of radicals in the chemistry of highly reactive, strained ring systems such as 16.

  DOI：

  10.1021/ja00134a009