(5E,9E)-12-iodo-6,10-dimethyl-1-trimethylsilyl-5,9-dodecadien-1-yne | 402915-43-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (5E,9E)-12-iodo-6,10-dimethyl-1-trimethylsilyl-5,9-dodecadien-1-yne
• 英文别名: [(5E,9E)-12-iodo-6,10-dimethyldodeca-5,9-dien-1-ynyl]-trimethylsilane
• CAS: 402915-43-9
• 化学式: C₁₇H₂₉ISi
• 分子量: 388.407
• InChiKey: TZSUJHPZJRJUAQ-JTCWOHKRSA-N

物化性质

• 沸点：
  380.1±42.0 °C(Predicted)
• 密度：
  1.163±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.15
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  (5E,9E)-12-iodo-6,10-dimethyl-1-trimethylsilyl-5,9-dodecadien-1-yne 在 叔丁基锂 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 0.5h， 生成 (all-E)-6,10,14,18,22,26,30,34,38-nonamethyl-1-trimethylsilyl-5,9,13,17,21,25,29,33,37-nonacontanonaen-1-yne
  参考文献：
  名称：

  A Novel, Highly Selective, and General Methodology for the Synthesis of 1,5-Diene-Containing Oligoisoprenoids of All Possible Geometrical Combinations Exemplified by an Iterative and Convergent Synthesis of Coenzyme Q₁₀

  摘要：

  GRAPHICSA truly general, versatile, and highly regio- and stereoselective methodology for the synthesis of terpenoids containing 1,5-diene units of E and/or Z geometry critically involves Pd-catalyzed homoallyl- and homopropargyl-alkenyl coupling and Zr-catalyzed carboalumination of alkynes. By using this methodology, coenzyme Q(10), (E,Z,E)-geranylgeranoll, and other natural or unnatural compounds have been synthesized efficiently.

  DOI：

  10.1021/ol010263d
• 作为产物：
  描述：

  (E)-1,4-diiodo-2-methylbut-1-ene 在 叔丁基锂 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 3.0h， 生成 (5E,9E)-12-iodo-6,10-dimethyl-1-trimethylsilyl-5,9-dodecadien-1-yne
  参考文献：
  名称：

  A Novel, Highly Selective, and General Methodology for the Synthesis of 1,5-Diene-Containing Oligoisoprenoids of All Possible Geometrical Combinations Exemplified by an Iterative and Convergent Synthesis of Coenzyme Q₁₀

  摘要：

  GRAPHICSA truly general, versatile, and highly regio- and stereoselective methodology for the synthesis of terpenoids containing 1,5-diene units of E and/or Z geometry critically involves Pd-catalyzed homoallyl- and homopropargyl-alkenyl coupling and Zr-catalyzed carboalumination of alkynes. By using this methodology, coenzyme Q(10), (E,Z,E)-geranylgeranoll, and other natural or unnatural compounds have been synthesized efficiently.

  DOI：

  10.1021/ol010263d