(E,E)-2-methyl-5,6,9,10-tetrapropyl-12-trimethylsilyl-5,11-tetraecadien-3,7,11,13-tetrayn-2-ol | 635708-56-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E,E)-2-methyl-5,6,9,10-tetrapropyl-12-trimethylsilyl-5,11-tetraecadien-3,7,11,13-tetrayn-2-ol
• CAS: 635708-56-4
• 化学式: C₂₇H₃₆O
• 分子量: 376.582
• InChiKey: ZYLUGIYXCWIBMU-HXEHWPEMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.19
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  (E,E)-2-methyl-5,6,9,10-tetrapropyl-12-trimethylsilyl-5,11-tetraecadien-3,7,11,13-tetrayn-2-ol 在 sodium hydroxide 、 四甲基乙二胺 、 氧气 、 copper(l) chloride 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 (4E,10E,16E,22E)-4,23-Diethynyl-5,10,11,16,17,22-hexapropyl-hexacosa-4,10,16,22-tetraene-6,8,12,14,18,20-hexayne
  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
• 作为产物：
  描述：

  (E)-5-propyl-4,7-bis(trimethylsilyl)-4-hepten-6-yne 在 sodium hydroxide 、 N-碘代丁二酰亚胺 、 copper(l) iodide 、 四(三苯基膦)钯 、 四甲基乙二胺 、 氧气 、 potassium carbonate 、 二乙胺 、 copper(l) chloride 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 39.0h， 生成 (E,E)-2-methyl-5,6,9,10-tetrapropyl-12-trimethylsilyl-5,11-tetraecadien-3,7,11,13-tetrayn-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