(Z)-6-ethynyl-2-methyl-5-propylnon-5-en-3-yn-2-ol | 635708-62-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-6-ethynyl-2-methyl-5-propylnon-5-en-3-yn-2-ol
• CAS: 635708-62-2
• 化学式: C₁₅H₂₂O
• 分子量: 218.339
• InChiKey: BWPNDEBBXDCKOC-BUHFOSPRSA-N

物化性质

• 沸点：
  300.4±27.0 °C(Predicted)
• 密度：
  0.933±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (Z)-6-ethynyl-2-methyl-5-propylnon-5-en-3-yn-2-ol 在 copper(l) iodide 、 四甲基乙二胺 、 氧气 作用下， 以 二氯甲烷 为溶剂， 以94%的产率得到(Z,Z)-2,15-dimethyl-5,6,11,12-tetrapropyl-5,11-hexadecadien-3,7,9,13-tetrayn-2,15-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：

  4-辛炔 在 三乙胺 四氢吡咯 、 titanium(IV) isopropylate 、 copper(l) iodide 、 四(三苯基膦)钯 、 异丙基氯化镁 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 水 为溶剂， 反应 49.0h， 生成 (Z)-6-ethynyl-2-methyl-5-propylnon-5-en-3-yn-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

文献信息

• Efficient and General Synthetic Method for Preparing Oligoenynes with Either <i>trans</i>- or <i>cis</i>-Olefinic Configuration
  作者：Yuuki Takayama、Christophe Delas、Kenji Muraoka、Fumie Sato

  DOI：10.1021/ol0274413

  日期：2003.2.1

  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.
• Highly Practical and General Synthesis of Monodisperse Linear π-Conjugated Oligoenynes and Oligoenediynes with Either <i>trans</i>- or <i>cis</i>-Olefin Configuration
  作者：Yuuki Takayama、Christophe Delas、Kenji Muraoka、Minoru Uemura、Fumie Sato

  DOI：10.1021/ja037975e

  日期：2003.11.1

  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.