(6Z)-7-(2-furyl)hept-6-en-1-ol | 154224-32-5

• 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: (6Z)-7-(2-furyl)hept-6-en-1-ol
• CAS: 154224-32-5
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: UVZUMEOHBLMYMT-DAXSKMNVSA-N

物化性质

• 沸点：
  292.3±28.0 °C(predicted)
• 密度：
  1.019±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  13.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  33.37
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (6Z)-7-(2-furyl)hept-6-en-1-ol 在 正丁基锂 、 3 A molecular sieve 、 三苯基膦 、 pyridinium chlorochromate 、 lithium bromide 、 锌 作用下， 以 二氯甲烷 为溶剂， 反应 22.25h， 生成 methyl (8Z)-9-(2-furyl)non-8-en-2-ynoate
  参考文献：
  名称：

  Intramolecular Diels–Alder reactions of vinylfurans leading to furanodecalins

  摘要：

  Thermolysis of the (2E,8Z)-9-(2-furyl)nonadienoate 25 at 290-degrees-C leads to an essentially quantitative yield of a single furanodecalin 26, whereas the corresponding (2E,8E)-isomer 34 undergoes a non-stereoselective cyclisation leading to the furanodecalins 26 and 35. (Z)-Alkenoate functions undergo partial isomerisation prior to cyclisation and so lead to mixtures of isomers. Alkyl groups can be incorporated around the reaction sites, but this can result in overwhelming competition from side reactions. The corresponding 3-furyl analogues 56 and 59 display very similar reactivities.

  DOI：

  10.1039/p19930002395
• 作为产物：
  描述：

  (5-羧基戊基)三苯基溴化磷 在 lithium aluminium tetrahydride 、 sodium hydride 、 二甲基亚砜 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 3.08h， 生成 (6Z)-7-(2-furyl)hept-6-en-1-ol
  参考文献：
  名称：

  Intramolecular Diels–Alder reactions of vinylfurans leading to furanodecalins

  摘要：

  Thermolysis of the (2E,8Z)-9-(2-furyl)nonadienoate 25 at 290-degrees-C leads to an essentially quantitative yield of a single furanodecalin 26, whereas the corresponding (2E,8E)-isomer 34 undergoes a non-stereoselective cyclisation leading to the furanodecalins 26 and 35. (Z)-Alkenoate functions undergo partial isomerisation prior to cyclisation and so lead to mixtures of isomers. Alkyl groups can be incorporated around the reaction sites, but this can result in overwhelming competition from side reactions. The corresponding 3-furyl analogues 56 and 59 display very similar reactivities.

  DOI：

  10.1039/p19930002395

文献信息

• Intramolecular Diels–Alder reactions of vinylfurans leading to furanodecalins
  作者：Philip Cornwall、Colin P. Dell、David W. Knight

  DOI：10.1039/p19930002395

  日期：——

  Thermolysis of the (2E,8Z)-9-(2-furyl)nonadienoate 25 at 290-degrees-C leads to an essentially quantitative yield of a single furanodecalin 26, whereas the corresponding (2E,8E)-isomer 34 undergoes a non-stereoselective cyclisation leading to the furanodecalins 26 and 35. (Z)-Alkenoate functions undergo partial isomerisation prior to cyclisation and so lead to mixtures of isomers. Alkyl groups can be incorporated around the reaction sites, but this can result in overwhelming competition from side reactions. The corresponding 3-furyl analogues 56 and 59 display very similar reactivities.