(E,E,E,E)-2-methyl-5,6,11,12,17,18,23,24-octapropyl-5,11,17,23-hexacosatetraen-3,7,9,13,15,19,21,25-octayn-2-ol | 635708-58-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E,E,E,E)-2-methyl-5,6,11,12,17,18,23,24-octapropyl-5,11,17,23-hexacosatetraen-3,7,9,13,15,19,21,25-octayn-2-ol
• CAS: 635708-58-6
• 化学式: C₅₁H₆₄O
• 分子量: 693.069
• InChiKey: KCTMWJWHMYXCGA-CRJWHRDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.0
• 重原子数：
  52.0
• 可旋转键数：
  16.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.53
• 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,E,E)-2-methyl-5,6,11,12,17,18,23,24-octapropyl-5,11,17,23-hexacosatetraen-3,7,9,13,15,19,21,25-octayn-2-ol 在 四甲基乙二胺 、 氧气 、 copper(l) chloride 作用下， 以 二氯甲烷 为溶剂， 以83%的产率得到(E,E,E,E,E,E,E,E)-2,51-dimethyl-5,6,11,12,17,18,23,24,29,30,35,36,41,42,47,48-hexadecapropyl-5,11,17,23,29,35,41,47-dopentacontaoctaen-3,7,9,13,15,19,21,25,27,31,33,37,39,43,45,49-hexadecayn-2,51-diol
  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,E)-2,15-dimethyl-5,6,11,12-tetrapropyl-5,11-hexadecadien-3,7,9,13-tetrayn-2,15-diol 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 (E,E,E,E)-2-methyl-5,6,11,12,17,18,23,24-octapropyl-5,11,17,23-hexacosatetraen-3,7,9,13,15,19,21,25-octayn-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