1-ethyl-5-benzoylcyclopentene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-ethyl-5-benzoylcyclopentene
• 英文别名: (2-Ethylcyclopent-2-en-1-yl)-phenylmethanone；(2-ethylcyclopent-2-en-1-yl)-phenylmethanone
• 化学式: C₁₄H₁₆O
• 分子量: 200.28
• InChiKey: BIAKQSYDCNYHOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-benzoyl-5-acetylthiophene 在 盐酸 、 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 1-phenyl-5-acetylcyclopentne 、 1-ethyl-5-benzoylcyclopentene
  参考文献：
  名称：

  AlCl₃-Mediated Aldol Cyclocondensation of 1,6- and 1,7-Diones to Cyclopentene and Cyclohexene Derivatives

  摘要：

  Exactly 1/3 mol of AlCl3 is sufficient to cyclize 1 mol of 1,omega-dibenzoylbutane (or pentane) to a cyclopentenone (or hexenone) derivative in high yield at room temperature in 40 min to several hours. This condensation is driven by removing elements of water as HCl and Al(OH)(3), and the product enones are exclusively unconjugated, unlike the base-catalyzed condensations providing thermodynamically more stable conjugated enones.

  DOI：

  10.1021/jo5006137

文献信息

• AlCl₃-Mediated Aldol Cyclocondensation of 1,6- and 1,7-Diones to Cyclopentene and Cyclohexene Derivatives
  作者：Yuji Miyahara、Yoshio N. Ito

  DOI：10.1021/jo5006137

  日期：2014.8.1

  Exactly 1/3 mol of AlCl3 is sufficient to cyclize 1 mol of 1,omega-dibenzoylbutane (or pentane) to a cyclopentenone (or hexenone) derivative in high yield at room temperature in 40 min to several hours. This condensation is driven by removing elements of water as HCl and Al(OH)(3), and the product enones are exclusively unconjugated, unlike the base-catalyzed condensations providing thermodynamically more stable conjugated enones.