3-(tetrahydrofuran-2-yl)propyl benzoate | 1445674-64-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(tetrahydrofuran-2-yl)propyl benzoate
• 英文别名: 3-(Oxolan-2-yl)propyl benzoate；3-(oxolan-2-yl)propyl benzoate
• CAS: 1445674-64-5
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: VHKKPYGOINWQNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  四氢呋喃 、 苯甲酸烯丙酯 反应 8.0h， 以39%的产率得到3-(tetrahydrofuran-2-yl)propyl benzoate
  参考文献：
  名称：

  Photochemical functionalization of allyl benzoates by C–H insertion

  摘要：

  The photoreactivity of allyl benzoates, containing an electron-rich double bond, has been explored by irradiation at 305 nm in different solvents. Solvent addition products arising from an insertion of the alpha H-C bonds of THF, dioxane, and i-PrOH to the allylic double bond was realized. The observed reactivity depended on reaction conditions and substitution pattern of the substrate. A DFT study on this unusual reaction was performed allowing the formulation of two mechanistic pathways. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.093

文献信息

• Photochemical functionalization of allyl benzoates by C–H insertion
  作者：Ivana Pibiri、Antonio Palumbo Piccionello、Andrea Pace、Giampaolo Barone、Silvestre Buscemi

  DOI：10.1016/j.tet.2013.05.093

  日期：2013.7

  The photoreactivity of allyl benzoates, containing an electron-rich double bond, has been explored by irradiation at 305 nm in different solvents. Solvent addition products arising from an insertion of the alpha H-C bonds of THF, dioxane, and i-PrOH to the allylic double bond was realized. The observed reactivity depended on reaction conditions and substitution pattern of the substrate. A DFT study on this unusual reaction was performed allowing the formulation of two mechanistic pathways. (C) 2013 Elsevier Ltd. All rights reserved.