(Z,Z)-2-methyl-5,6,9,10-tetrapropyl-12-(trimethylsilyl)-5,9-dodecadien-3,7,11-triyn-2-ol | 500791-62-8

• 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: (Z,Z)-2-methyl-5,6,9,10-tetrapropyl-12-(trimethylsilyl)-5,9-dodecadien-3,7,11-triyn-2-ol
• 英文别名: (Z,Z)-2-methyl-5,6,9,10-tetrapropyl-12-trimethylsilyl-5,9-dodecadien-3,7,11-triyn-2-ol
• CAS: 500791-62-8
• 化学式: C₂₈H₄₄OSi
• 分子量: 424.742
• InChiKey: IORLBJSSGRQTMU-DSOYXUETSA-N

物化性质

• 沸点：
  493.6±40.0 °C(Predicted)
• 密度：
  0.922±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.44
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (Z,Z)-2-methyl-5,6,9,10-tetrapropyl-12-(trimethylsilyl)-5,9-dodecadien-3,7,11-triyn-2-ol 在 tris(dibenzylideneacetone)dipalladium (0) 四氢吡咯 、 copper(l) iodide 、 potassium carbonate 、 1,4-双(二苯基膦)丁烷 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 (Z,Z,Z,Z,Z)-2-methyl-5,6,9,10,13,14,17,18,21,22-decapropyl-24-(trimethylsilyl)-5,9,13,17,21-tetracosapentaen-3,7,11,15,19,23-hexayn-2-ol
  参考文献：
  名称：

  Efficient and General Synthetic Method for Preparing Oligoenynes with Either trans- or cis-Olefinic Configuration

  摘要：

  Efficient and practical synthesis of a variety of 1-iodo-4-trimethylsilylbut-1-en-3-yne derivatives with trans- and cis-olefinic configuration, and their repeated use as building blocks for the synthesis of trans- and cis-oligoenynes, respectively, are described.

  DOI：

  10.1021/ol0274413
• 作为产物：
  描述：

  ((1Z,3Z)-1,4-Diiodo-3-propyl-hepta-1,3-dienyl)-trimethyl-silane 在 copper(l) iodide 四氢吡咯 、 tris(dibenzylideneacetone)dipalladium (0) 、 1,4-双(二苯基膦)丁烷 作用下， 反应 49.0h， 生成 (Z,Z)-2-methyl-5,6,9,10-tetrapropyl-12-(trimethylsilyl)-5,9-dodecadien-3,7,11-triyn-2-ol
  参考文献：
  名称：

  Highly Practical and General Synthesis of Monodisperse Linear π-Conjugated Oligoenynes and Oligoenediynes with Either trans- or cis-Olefin Configuration

  摘要：

  Efficient and practical synthesis of a variety of 1-iodo-4-(trimethylsilyl)but-1-en-3-yne derivatives 1 and 2 with trans- and cis-olefin configuration was described. Their repeated use as building blocks allowed the facile synthesis of trans- and cis-oligoenynes, respectively. Development of a highly practical method for preparing monodisperse trans- and cis-oligoenediynes having the effective conjugation length was also accomplished by using 5 and 4, which can be readily prepared from 1 and 2, respectively.

  DOI：

  10.1021/ja037975e