四氢呋喃-D4 | 20665-63-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢呋喃
• 中文名称: 四氢呋喃-D4
• 英文名称: Tetrahydrofuran-2,2,5,5-d4
• 英文别名: 2,2,5,5-tetradeuteriooxolane
• CAS: 20665-63-8
• 化学式: C₄H₈O
• 分子量: 76.0752
• InChiKey: WYURNTSHIVDZCO-KHORGVISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  四氢呋喃-D4 、 联硼酸频那醇酯 在 catalyst: ((CH₃)3C₆H₃)Ir(BO₂C₂(CH₃)4)3/C₁₆H₁₆N₂ 作用下， 以 neat (no solvent) 为溶剂， 生成
  参考文献：
  名称：

  Iridium-Catalyzed Borylation of Secondary C–H Bonds in Cyclic Ethers

  摘要：

  The borylation of secondary C-H bonds, specifically secondary C-H bonds of cyclic ethers, with a catalyst generated from tetramethylphenanthroline and an iridium precursor is reported. This borylation occurs with unique selectivity for the C-H bonds located beta to the oxygen atoms over the weaker C-H bonds located alpha to oxygen atoms. Mechanistic studies imply that the C-H bond cleavage occurs directly at the beta position rather than at the alpha position followed by isomerization of a reaction intermediate.

  DOI：

  10.1021/ja305596v
• 作为产物：
  描述：

  丁二酸二乙酯 在 lithium aluminium deuteride 、 乙醚 作用下， 生成 四氢呋喃-D4
  参考文献：
  名称：

  Fluorine-Containing Nitrogen Compounds. I. Trifluoroethylamines

  摘要：

  DOI：

  10.1021/jo01091a024

文献信息

• Iridium-Catalyzed Borylation of Secondary C–H Bonds in Cyclic Ethers
  作者：Carl W. Liskey、John F. Hartwig

  DOI：10.1021/ja305596v

  日期：2012.8.1

  The borylation of secondary C-H bonds, specifically secondary C-H bonds of cyclic ethers, with a catalyst generated from tetramethylphenanthroline and an iridium precursor is reported. This borylation occurs with unique selectivity for the C-H bonds located beta to the oxygen atoms over the weaker C-H bonds located alpha to oxygen atoms. Mechanistic studies imply that the C-H bond cleavage occurs directly at the beta position rather than at the alpha position followed by isomerization of a reaction intermediate.
• Fluorine-Containing Nitrogen Compounds. I. Trifluoroethylamines
  作者：EUGENE R. BISSELL、MILTON FINGER

  DOI：10.1021/jo01091a024

  日期：1959.9