1-乙基-3-(4-甲基戊-3-烯基)环戊-3-烯-1-醇 | 61692-38-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 1-乙基-3-(4-甲基戊-3-烯基)环戊-3-烯-1-醇
• 英文名称: 1-Ethyl-3-(4-Methyl-pent-3-enyl)-cyclopent-3-enol
• 英文别名: 3-Cyclopenten-1-ol, 1-ethyl-3-(4-methyl-3-pentenyl)-；1-ethyl-3-(4-methylpent-3-enyl)cyclopent-3-en-1-ol
• CAS: 61692-38-4
• 化学式: C₁₃H₂₂O
• 分子量: 194.317
• InChiKey: RMERGESWXBPVBM-UHFFFAOYSA-N

物化性质

• 沸点：
  277.0±19.0 °C(Predicted)
• 密度：
  0.925±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  月桂烯 、 丙酸乙酯 在 titanium(IV) isopropylate 、 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 以60%的产率得到1-乙基-3-(4-甲基戊-3-烯基)环戊-3-烯-1-醇
  参考文献：
  名称：

  Reactions of dicarbanion equivalents generated from complexation of 1,3-dienes on Ti(II) moiety

  摘要：

  Conjugated dienes are able to react as 1,2- or 1,4-dicarbanions by coordination on Ti(II) moiety. These two possibilities are exemplified in this letter with isoprene, myrcene and several aldehydes to give 1,4- and 1,6-diols. When allowed to react with esters at room temperature, the titanium-diene complexes lead to cyclopentenol derivatives. Surprisingly, when this reaction is performed at lower temperature (-40 degrees C), allylic ketones are formed with high regio and diastereoselectivities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.077

文献信息

• Baker,R. et al., Journal of the Chemical Society. Perkin transactions I, 1976, p. 1815 - 1818
  作者：Baker,R. et al.

  DOI：——

  日期：——
• Electroorganic chemistry. 138. Electrochemically promoted cyclocoupling of 1,3-dienes or styrenes with aliphatic carboxylic esters
  作者：Tatsuya Shono、Manabu Ishifune、Hiroshi Kinugasa、Shigenori Kashimura

  DOI：10.1021/jo00047a003

  日期：1992.10

  The cathodic cyclocoupling of 1,3-dienes 1 with aliphatic esters 2 is promoted by a magnesium electrode and yields homologs of 3-cyclopentenol. Under similar reaction conditions, the coupling of styrenes with 2 affords 2-phenylcyclopropanol derivatives, and this coupling reaction has been successfully applied to the synthesis of ar-dihydroturmerone and curcumone.