5-phenyl-4-(phenylselanyl)dihydrofuran-2(3H)-one | 154781-18-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 5-phenyl-4-(phenylselanyl)dihydrofuran-2(3H)-one
• 英文别名: 5-Phenyl-4-(phenylselanyl)oxolan-2-one；5-phenyl-4-phenylselanyloxolan-2-one
• CAS: 154781-18-7
• 化学式: C₁₆H₁₄O₂Se
• 分子量: 317.246
• InChiKey: PMMPSMJCIWIQAK-UHFFFAOYSA-N

物化性质

• 沸点：
  481.6±45.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-phenyl-4-(phenylselanyl)dihydrofuran-2(3H)-one 在 双氧水 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到5-苯基呋喃-2(5H)-酮
  参考文献：
  名称：

  Intramolecular oxyselenenylation and deselenenylation reactions in water, conducted by employing polymer-supported arylselenenyl bromide

  摘要：

  After immobilizing arylselenenyl bromide on polymer resin, the oxyselenenylation reaction of olefin was carried out in water. An amphiphilic polymer-supported arylselenenyl bromide was employed, and various intramolecular oxyselenenylation and deselenenylation reactions proceeded smoothly in water in fair chemical yields (up to an 83% yield). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00779-2
• 作为产物：
  描述：

  苯基溴化硒 、 反-苯乙烯乙酸 以 二氯甲烷 为溶剂， 以100%的产率得到5-phenyl-4-(phenylselanyl)dihydrofuran-2(3H)-one
  参考文献：
  名称：

  Intramolecular oxyselenenylation and deselenenylation reactions in water, conducted by employing polymer-supported arylselenenyl bromide

  摘要：

  After immobilizing arylselenenyl bromide on polymer resin, the oxyselenenylation reaction of olefin was carried out in water. An amphiphilic polymer-supported arylselenenyl bromide was employed, and various intramolecular oxyselenenylation and deselenenylation reactions proceeded smoothly in water in fair chemical yields (up to an 83% yield). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00779-2

文献信息

• Automated Electrochemical Selenenylations
  作者：Thomas Wirth、Nasser Amri

  DOI：10.1055/s-0039-1690868

  日期：2020.6

  Integrated electrochemical reactors in automated flow systems were utilised for selenenylation reactions. The automation allowed multiple electrochemical reactions of a programmed sequence to be performed in a fully autonomous way. Many functionalised selenenylated­ products were synthesised in short reaction times in good to high yields.

  自动流动系统中的集成电化学反应器用于亚硒化反应。自动化允许以完全自主的方式执行程序化序列的多个电化学反应。在短的反应时间内以高到高的产率合成了许多官能化的亚硒化产物。