1-bromo-3E,5E-heptadiene | 37935-45-8

• 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,5E-heptadiene
• 英文别名: 1-bromo-3,5-heptadiene；7-Bromohepta-2,4-diene；7-bromo-hepta-2t,4t-diene；1-Bromo-trans-3,trans-5-heptadien；1-Bromohepta-trans-3-trans-5-dien；(2E,4E)-7-bromohepta-2,4-diene
• CAS: 37935-45-8
• 化学式: C₇H₁₁Br
• 分子量: 175.068
• InChiKey: IJCYKWJSOIUCGM-MQQKCMAXSA-N

物化性质

• 沸点：
  190.2±9.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-bromo-3E,5E-heptadiene 在 sodium hydride 、 magnesium 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 44.08h， 生成 S-<(E,E)-5,7-nonadien-1-yl>thioacetate
  参考文献：
  名称：

  一些简单的硫代醛的加成反应

  摘要：

  当在100°C下生成时，无电子偏压的脂族和芳族硫醛显示出会同时发生脂族和芳族1,3-二烯加成反应。该反应显示出在分子内实例中的应用。

  DOI：

  10.1016/s0040-4020(01)88553-7
• 作为产物：
  描述：

  methyl (3E,5E)-3,5-heptadienoate 在 吡啶 、 lithium aluminium tetrahydride 、 三溴化磷 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 18.0h， 生成 1-bromo-3E,5E-heptadiene
  参考文献：
  名称：

  Zakharkin, L. I.; Babich, S. A., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, # 11, p. 1995 - 2000

  摘要：

  DOI：

文献信息

• Intramolecular [4 + 3]-cycloadditions of photochemically generated oxyallyl zwitterions: a route to functionalized cyclooctanoid skeletons
  作者：F. G. West、Claudia Hartke-Karger、Daniel J. Koch、Cynthia E. Kuehn、A. M. Arif

  DOI：10.1021/jo00076a047

  日期：1993.11

  [4 + 3]-Cycloaddition of photochemically generated, 4-pyrone derived oxyallyl zwitterions and furans was examined as a potential approach to keto-bridged cyclooctenes. In one case, intermolecular cycloaddition proceeded to give adduct 3 with complete diastereoselectivity and in moderate yield, but the reaction was not general. Substrates 5a-i were then prepared in one to three steps from either 3-methyl-4H-pyran-4-ones or 3-hydroxy-2-methyl-4H-pyran-4-one, and their viability in intramolecular [4 + 3]-cycloadditions was examined. Substrates 5a-e, in which the tether was attached to the incipient zwitterion via a carbon, underwent cycloaddition to give [4 + 3]-cycloadducts 7 and 8 in varying yields, along with small amounts of cage compound 9. In contrast, 5f-i, in which the tether was attached to the incipient zwitterion via an oxygen, gave only solvent-trapping products 10. In one case (5e), isomeric pyran-2-ones 11e/12e were produced in addition to [4+3]-cycloadduct 8e and cage compound 9e. Moreover, it was found that 11e and 12e both underwent subsequent photochemical crossed [4 + 4]-cycloadditions to give lactone-bridged cyclooctadienes 13e and 14e. The structures of 11e/12e and their [4 + 4]-cycloadducts were confirmed by synthesis of each of the 2-pyrones via alternative routes.
• MIYAKOSHI, TETSUO;KOBUCHI, HIDENORI, NIPPON KAGAKU KAJSI,(1990) N1, S. 1271-1276
  作者：MIYAKOSHI, TETSUO、KOBUCHI, HIDENORI

  DOI：——

  日期：——
• BALDWIN, J. E.;LOPEZ, R. C. G., TETRAHEDRON, 1983, 39, N 9, 1487-1498
  作者：BALDWIN, J. E.、LOPEZ, R. C. G.

  DOI：——

  日期：——
• Zakharkin, L. I.; Babich, S. A., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, # 11, p. 1995 - 2000
  作者：Zakharkin, L. I.、Babich, S. A.

  DOI：——

  日期：——
• Addition reactions of some simple thioaldehydes
  作者：Jack E. Baldwin、R.C.Gerald Lopez

  DOI：10.1016/s0040-4020(01)88553-7

  日期：1983.1

  When generated at 100°C, aliphatic and aromatic thioaldehydes without electronic bias are shown to undergo addition reactions to both aliphatic and aromatic 1,3-dienes. The reaction is shown to have application in an intramolecular example.

  当在100°C下生成时，无电子偏压的脂族和芳族硫醛显示出会同时发生脂族和芳族1,3-二烯加成反应。该反应显示出在分子内实例中的应用。