8-methoxy-oct-7-en-1-ol | 862778-96-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 8-methoxy-oct-7-en-1-ol
• 英文别名: 8-methoxy-7-octen-1-ol；8-Methoxyoct-7-en-1-ol；8-methoxyoct-7-en-1-ol
• CAS: 862778-96-9
• 化学式: C₉H₁₈O₂
• 分子量: 158.241
• InChiKey: QOLQZISIUUQURO-UHFFFAOYSA-N

物化性质

• 沸点：
  249.4±33.0 °C(Predicted)
• 密度：
  0.906±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-methoxy-oct-7-en-1-ol 在 吡啶 、 六甲基磷酰三胺 、 正丁基锂 、 sodium iodide 作用下， 生成 tert-Butyl-((E)-11-methoxy-undec-10-en-2-ynyloxy)-dimethyl-silane
  参考文献：
  名称：

  Nagano; Tada; Isobe, Synlett, 2000, # 8, p. 1193 - 1195

  摘要：

  DOI：
• 作为产物：
  描述：

  1,7-庚二醇 在 咪唑 、 四丁基氟化铵 、 苯基锂 作用下， 生成 8-methoxy-oct-7-en-1-ol
  参考文献：
  名称：

  Nagano; Tada; Isobe, Synlett, 2000, # 8, p. 1193 - 1195

  摘要：

  DOI：

文献信息

• Anodic cyclization reactions: probing the chemistry of N,O-ketene acetal derived radical cations
  作者：Yung-tzung Huang、Kevin D. Moeller

  DOI：10.1016/j.tet.2006.04.009

  日期：2006.7

  The chemical reactivity of radical cations derived from N,O-ketene acetals has been examined and compared with the reactivity of radical cations derived from both ketene dithioacetals and enol ethers. Synthetically, the N,O-ketene acetal radical cations lead to more efficient cyclization reactions than either the ketene dithioacetal or enol ether derived radical cations. Cyclic voltammetry experiments

  已经检查了衍生自N，O-酮烯缩醛的自由基阳离子的化学反应性，并将其与衍生自烯酮二硫缩醛和烯醇醚的自由基阳离子的反应性进行了比较。合成地，N，O-烯酮缩醛自由基阳离子比烯酮二硫缩醛或烯醇醚衍生的自由基阳离子导致更有效的环化反应。使用烯丙基硅烷捕获基团的循环伏安法实验表明，这些环化的效率并非归因于N，O-烯酮缩醛自由基阳离子更具反应性，但对分解更稳定。最后，研究了使用手性氧唑烷酮的环化反应。
• Construction of dihydropyran-bridged macrocycles by inverse-electron-demand Diels–Alder reaction
  作者：Xiaomei Dong、Qingxia Wang、Qian Zhang、Shuai Xu、Zhihong Wang

  DOI：10.1016/j.tet.2013.10.101

  日期：2013.12

  A variety of dihydropyran-bridged macrocyclic structures were constructed by the inverse-electron-demand Diels Alder reaction of 2-oxo-4-aryl-but-3-enoates. Controlling of the tether length and the position of the activating substituent in the substrates would guide the reaction to the formation of four different types of polycyclic frames, namely bicyclic [n.3.1], bicyclic [n.2.2], tricyclic [n.3.1.1], and tricyclic [n.2.2.2] macrocycles. The intermolecular/intramolecular selectivity of the Diels Alder reaction was virtually governed by the tether length. The reactions were carried out rapidly under mild conditions, and offered a practical method for creating bridged polycyclic structures with large rings from acyclic precursors. (C) 2013 Elsevier Ltd. All rights reserved.
• Intramolecular Anodic Olefin Coupling Reactions: A New Approach to the Synthesis of Angularly Fused, Tricyclic Enones
  作者：Luzviminda V. Tinao-Wooldridge、Kevin D. Moeller、Christine M. Hudson

  DOI：10.1021/jo00088a019

  日期：1994.5

  A number of intramolecular anodic olefin coupling reactions have been examined in order to determine the feasibility of using a sequential electrochemical oxidation-aldol condensation approach for constructing polycyclic enones. Initially, substrates comprised of an aldehyde enol ether tethered to a ketone enol ether were examined. In a model study, it was shown that such a substrate could lead to a successful electrochemical oxidation-aldol condensation sequence. However, the difficulties associated with both the synthesis and the poor stability of the ketone enol ethers greatly reduced the potential utility of this approach. This problem was circumvented by taking advantage of the compatibility of allylsilane groups with the electrolysis reaction. In these examples, ozonolysis of the electrochemical cyclization product afforded the 1,4-dicarbonyl substrate needed for the aldol condensation. The use of the less reactive allylsilane group in the electrochemical reaction still allowed for the construction of quaternary carbons. Finally a pair of angularly fused, tricyclic enones were synthesized. The regiochemistry of the enone in the product could be controlled by the proper choice of the substrate for the electrolysis and manipulation of the resulting cyclized product.
• Huang, Yung-Tzung; Moeller, Kevin D., Organic Letters, 2004, vol. 6, # 23, p. 4199 - 4202
  作者：Huang, Yung-Tzung、Moeller, Kevin D.

  DOI：——

  日期：——
• Nagano; Tada; Isobe, Synlett, 2000, # 8, p. 1193 - 1195
  作者：Nagano、Tada、Isobe、Yajima

  DOI：——

  日期：——