1-Bromo-3E,9E-tetradecadiene | 139489-35-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: 1-Bromo-3E,9E-tetradecadiene
• 英文别名: (3E,9E)-1-bromotetradeca-3,9-diene
• CAS: 139489-35-3
• 化学式: C₁₄H₂₅Br
• 分子量: 273.256
• InChiKey: QMGJRSFGPAJYNT-HDZHTHRUSA-N

物化性质

• 沸点：
  87 °C(Press: 0.5 Torr)
• 密度：
  1.050±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  15.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1-Bromo-3E,9E-tetradecadiene 在 二苯并-18-冠醚-6 sodium hydroxide 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 生成 3E,9E-Tetradecadienol
  参考文献：
  名称：

  Synthesis of 3E-tetradecenol, 3E, 9E-tetradecadienol, and their acetates starting from acetylcyclopropane

  摘要：

  Stereospecific synthesis of the linear E-olefins mentioned in the title was realized by a general scheme that was worked out earlier by the authors and which includes as key steps homologization of the corresponding aliphatic pentakisnoraldehydes by means of trimethylsilyloxyvinylcyclopropane and ZnBr2-initiated rearrangement of the intermediate cyclopropylcarbinols under the influence of Me3SiBr.

  DOI：

  10.1007/bf00957995
• 作为产物：
  描述：

  Magnesium, bromo-1-octenyl-, (Z)- 在 sodium tetrahydroborate 、 sodium bis(2-methoxyethoxy)aluminum hydride 、 三甲基溴硅烷 、 pyridinium chlorochromate 、 copper(I) bromide 、 zinc(II) chloride 、 zinc dibromide 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 5.33h， 生成 1-Bromo-3E,9E-tetradecadiene
  参考文献：
  名称：

  Synthesis of 3E-tetradecenol, 3E, 9E-tetradecadienol, and their acetates starting from acetylcyclopropane

  摘要：

  Stereospecific synthesis of the linear E-olefins mentioned in the title was realized by a general scheme that was worked out earlier by the authors and which includes as key steps homologization of the corresponding aliphatic pentakisnoraldehydes by means of trimethylsilyloxyvinylcyclopropane and ZnBr2-initiated rearrangement of the intermediate cyclopropylcarbinols under the influence of Me3SiBr.

  DOI：

  10.1007/bf00957995

文献信息

• IVANOVA, N. M.;CHESKIS, B. A.;RUBANOVA, E. V.;YATSYNIN, V. G.;MOISEENKOV,+, IZV. AN CCCP. CEP. XIM.,(1991) N, S. 640-644
  作者：IVANOVA, N. M.、CHESKIS, B. A.、RUBANOVA, E. V.、YATSYNIN, V. G.、MOISEENKOV,+

  DOI：——

  日期：——
• Synthesis of 3E-tetradecenol, 3E, 9E-tetradecadienol, and their acetates starting from acetylcyclopropane
  作者：N. M. Ivanova、B. A. Cheskis、E. V. Rubanova、V. G. Yatsynin、A. M. Moiseenkov、O. M. Nefedov

  DOI：10.1007/bf00957995

  日期：1991.3

  Stereospecific synthesis of the linear E-olefins mentioned in the title was realized by a general scheme that was worked out earlier by the authors and which includes as key steps homologization of the corresponding aliphatic pentakisnoraldehydes by means of trimethylsilyloxyvinylcyclopropane and ZnBr2-initiated rearrangement of the intermediate cyclopropylcarbinols under the influence of Me3SiBr.