4-<thio>butyl acetate | 162009-02-1

• 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: 4-<thio>butyl acetate
• 英文别名: 4-[Difluoro(phenylselanyl)methyl]sulfanylbutyl acetate
• CAS: 162009-02-1
• 化学式: C₁₃H₁₆F₂O₂SSe
• 分子量: 353.292
• InChiKey: GOONKQNTJODCAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-<thio>butyl acetate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 0.25h， 以94%的产率得到4-<(difluoromethyl)thio>butyl acetate
  参考文献：
  名称：

  Reaction of Difluoromethyl Phenyl Selenoxide with Acetic Anhydride. A Route to Difluoro(phenylseleno)methylation of Ethers

  摘要：

  Difluoromethyl phenyl selenoxide (2) has been prepared and allowed to react with acetic anhydride in the presence of cyclic ethers and sulfides. Difluorophenylselenomethylation occurred smoothly on reacting 2 with Ac2O in refluxing dichloromethane to give omega-[difluoro(phenylseleno)methoxy]alkyl acetates 4 in 34-87% yields. A sequential reaction of Pummerer type rearrangement, difluorocarbene formation, electrophilic addition of the carbene to oxygen of ethers leading to oxonium ylide, and trapping with phenylselenenyl acetate is proposed.

  DOI：

  10.1021/jo00107a016
• 作为产物：
  描述：

  苯硒酚 在 双氧水 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 4-<thio>butyl acetate
  参考文献：
  名称：

  Reaction of Difluoromethyl Phenyl Selenoxide with Acetic Anhydride. A Route to Difluoro(phenylseleno)methylation of Ethers

  摘要：

  Difluoromethyl phenyl selenoxide (2) has been prepared and allowed to react with acetic anhydride in the presence of cyclic ethers and sulfides. Difluorophenylselenomethylation occurred smoothly on reacting 2 with Ac2O in refluxing dichloromethane to give omega-[difluoro(phenylseleno)methoxy]alkyl acetates 4 in 34-87% yields. A sequential reaction of Pummerer type rearrangement, difluorocarbene formation, electrophilic addition of the carbene to oxygen of ethers leading to oxonium ylide, and trapping with phenylselenenyl acetate is proposed.

  DOI：

  10.1021/jo00107a016

文献信息

• Uneyama Kenji, Maeda Kazuhiro, Tokunaga Yukio, Itano Nobuaki, J. Org. Chem., 60 (1995) N 2, S 370-375
  作者：Uneyama Kenji, Maeda Kazuhiro, Tokunaga Yukio, Itano Nobuaki

  DOI：——

  日期：——