4-acetoxy-5-nonanone | 67889-10-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-acetoxy-5-nonanone
• 英文别名: 4-Acetoxy-5-nonanon；5-Oxononan-4-yl acetate
• CAS: 67889-10-5
• 化学式: C₁₁H₂₀O₃
• 分子量: 200.278
• InChiKey: RRLMHQUAIHMRKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  264.8±23.0 °C(Predicted)
• 密度：
  0.948±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4,6-dibromo-nonan-5-one 生成 4-acetoxy-5-nonanone
  参考文献：
  名称：

  FRY A. J.; HERR D., TETRAHEDRON LETT., 1978, NO 20, 1721-1724

  摘要：

  DOI：

文献信息

• Iodobenzene-Catalyzed α-Acetoxylation of Ketones. In Situ Generation of Hypervalent (Diacyloxyiodo)benzenes Using <i>m</i>-Chloroperbenzoic Acid
  作者：Masahito Ochiai、Yasunori Takeuchi、Tomoko Katayama、Takuya Sueda、Kazunori Miyamoto

  DOI：10.1021/ja0542800

  日期：2005.9.1

  Reported here for the first time is the iodobenzene-catalyzed alpha-oxidation of ketones, in which diacyloxy(phenyl)-lambda3-iodanes generated in situ act as real oxidants of ketones and m-chloroperbenzoic acid serves as a terminal oxidant. Oxidation of a ketone with m-chloroperbenzoic acid in acetic acid in the presence of a catalytic amount of iodobenzene, BF3.Et2O, and water at room temperature under argon affords an alpha-acetoxy ketone in good yield. p-Methyl- and p-chloroiodobenzene also serve as efficient catalysts in this direct oxidation. We found that when the reaction was carried out in the absence of a catalytic amount of iodobenzene, Baeyer-Villiger oxidation of a ketone took place. It is noted that use of water and BF3.Et2O is crucial to the success of this alpha-acetoxylation.
• Reduction of α, α′-dibromo ketones by ultrasonically dispersed mercury in protic solvents
  作者：Albert J. Fry、Daniel Herr

  DOI：10.1016/0040-4039(78)80026-4

  日期：1978.1