ethoxypentyl 4-pentenoate | 131178-89-7

• 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: ethoxypentyl 4-pentenoate
• 英文别名: 5-Ethoxypentyl pent-4-enoate
• CAS: 131178-89-7
• 化学式: C₁₂H₂₂O₃
• 分子量: 214.305
• InChiKey: IVJVGVDZDPBBPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,5-戊二醇 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 96.0h， 生成 ethoxypentyl 4-pentenoate
  参考文献：
  名称：

  Nucleophile-dependent substitution reactions of 5-halovaleric acid esters: synthesis of 6,12-dioxamyristic acid

  摘要：

  The reaction of 5-ethoxypentan-1-ol with a variety of 5-halovalerate alkyl esters afforded ester exchange products rather than the expected products of Williamson ether synthesis. The virtually unknown reaction of an alkoxide with a 5-halovalerate ester contrasts strongly with literature reports of reactions involving other nucleophiles in which the halogen substitution products are nearly always isolated. An explanation is offered for this behavior in terms of a chelation-induced conformation of the substrate. Although the direct synthetic approach failed, the hitherto unknown title compound could still be prepared, albeit in six steps in 6% overall yield. The approach used is discussed along with the interesting chemistry of this system.

  DOI：

  10.1021/jo00002a046

文献信息

• KATOH, AKIRA;LU, TIANBAO;DEVADAS, B.;ADAMS, STEVEN P.;GORDON, JEFFREY I.;+, J. ORG. CHEM., 56,(1991) N, C. 731-735
  作者：KATOH, AKIRA、LU, TIANBAO、DEVADAS, B.、ADAMS, STEVEN P.、GORDON, JEFFREY I.、+

  DOI：——

  日期：——